Substituted pyrido[2, 3-dipyrimidines as antidotes for herbicidal cyclohexenones

ABSTRACT

Herbicides containing at least one substituted pyrido[2,3-d]pyrimidine I    &lt;IMAGE&gt;  I  or a plant-tolerated salt of those compounds I in which at least one of the substituents R1 to R5 is an acidic or a basic group, and at least one herbicidal active ingredient selected from A) the group consisting of the cyclohexenone derivatives II, or B) the group consisting of the 2-(heteroaryloxy)- or 2-(4-aryloxy)-phenoxycarboxylic acid derivative.

This application is a continuation of application Ser. No. 07/946,516,filed on Sep. 16, 1992 abandoned.

The present invention relates to herbicides containing at least oneantagonistic substituted pyrido[2,3-d]pyrimidine of the general formulaI ##STR2## where R¹ and R² are each hydrogen; C₁ -C₈ -alkyl; C₁ -C₈-haloalkyl; C₁ -C₆ -alkoxy; C₁ -C₆ -haloalkoxy; C₁ -C₄ -alkoxy-C₁ -C₆-alkyl; C₁ -C₈ -alkylamino; C₂ -C₈ -alkenyl; C₂ -C₈ -alkynyl;

C₃ -C₈ -cycloalkyl with which a benzene radical may be fused, where thisgroup may furthermore carry from one to three of the following radicals:hydroxyl, halogen, C₁ -C₄ -alkyl, C₁ -C₄ -haloalkyl, C₁ -C₄ -alkoxy, C₁-C₄ -haloalkoxy and C₁ -C₄ -alkylthio;

phenyl, naphthyl, phenyl-C₁ -C₆ -alkyl, a 5-membered aromatic ringwhich, in addition to carbon atoms, may contain from one to threenitrogen atoms and one oxygen or one sulfur atom as hetero atoms orwhich, in addition to carbon atoms, may contain from one to threenitrogen atoms or one oxygen or one sulfur atom as heteroatoms, a6-membered aromatic ring which, in addition to carbon atoms, may containfrom one to three nitrogen atoms as heteroatoms, where a benzene ringmay be fused with the abovementioned 5-membered and 6-memberedheteroaromatics and where the aromatic and heteroaromatic radicals mayadditionally carry from one to three of the following groups: nitro,cyano, halogen, C₁ -C₄ -alkyl, C₁ -C₄ -haloalkyl, C₁ -C₄ -alkoxy, C₁ -C₄-haloalkoxy, C₁ -C₄ -alkoxycarbonyl, C₁ -C₄ -alkylthio, C₃ -C₆ -alkenyland C₃ -C₆ -alkynyl;

R³ is hydroxyl; amino; halogen; C₁ -C₆ -alkythio; di-C₁ -C₈ -alkylamino;C₃ -C₈ -cycloalkylamino; C₁ -C₈ -alkoxycarbonyl or one of the groupsstated for R¹ ;

R⁴ is one of the groups stated for R¹ ;

CN; NO₂ ; COOH; CSOH; Di-C₁ -C₄ -alkylamino-C₁ -C₄ -alkyl;

SO₂ --R⁶ ; C(═X)--R⁷ ; C(═Y)--R⁸ or R⁷ --C(YR⁹)--ZR¹⁰ ;

R⁶ is one of the groups stated for R¹ ; hydroxyl; amino; di-C₁ -C₈-alkylamino; C₃ -C₈ -cycloalkylamino; C₁ -C₆ -alkylthio;

R⁷ amino; hydroxyamino (--NH--OH); C₁ -C₈ -alkylamino; di-C₁ -C₈-alkylamino; C₃ -C₈ -cycloalkylamino; C₁ -C₈ -alkoxy; C₁ -C₆ -alkylthio;phenylamino;

R⁸ is one of the groups stated for R¹ ;

R⁹ and R¹⁰ are each C₁ -C₈ -alkyl; C₁ -C₆ -haloalkyl; C₁ -C₄ -alkoxy-C₂-C₆ -alkyl or C₂ -₈ -alkenyl, or

R⁹ and R¹⁰ together form --CH₂ CH₂ --, --CH₂ CH₂ CH₂ -- or --CH₂ CH₂ CH₂CH₂ --, where one or two hydrogen atoms in these groups may be replacedby the following radicals: ═O, C₁ -C₈ -alkyl, C₁ -C₆ -haloalkyl or C₁-C₆ -alkoxy;

X is oxygen, sulfur or NR¹¹, where

R¹¹ is one of the groups stated for R¹ or has the following meanings:

hydrogen; hydroxyl; amino; di-C₁ -C₈ -alkylamino;

C₃ -C₈ -cycloalkylamino;

phenoxy, naphthyloxy, phenylamino or naphthylamino, where the aromaticradicals may carry from one to three of the following groups: nitro,cyano, halogen, C₁ -C₄ -alkyl, C₁ -C₄ -haloalkyl, C₁ -C₄ -alkoxy, C₁ -C₄-haloalkoxy, C₁ -C₄ -alkoxycarbonyl, C₁ -C₄ -alkylthio, C₃ -C₆ -alkenyland C₃ -C₆ -alkynyl; and

Y is oxygen or sulfur;

R⁵ is one of the groups stated for R¹ ;

hydroxyl; amino; halogen; C₁ -C₆ -alkylthio; di-C₁ -C₈ -alkylamino; C₃-C₈ -cycloalkylamino; pyrrolidin-1-yl; piperidin-1-yl; morpholin-1-yl;C₁ -C₈ -alkylcarbonyloxy; C₁ -C₄ -haloalkylcarbonyloxy; C₁ -C₈-alkylsulfonyloxy; C₁ -C₈ -haloalkylsulfonyloxy;

phenoxy, napthyloxy, phenylamino, naphthylamino, benzyloxy, benzylamino,benzoyloxy, 2-naphthoyloxy or phenylsulfonyloxy, where the aromaticradicals may carry from one to three of the following groups: halogen,C₁ -C₄ -alkyl, C₁ -C₄ -haloalkyl and C₁ -C₄ -alkoxy;

N(R¹²)--SO₂ --R¹³ ; N(R¹²)--CO--R¹⁴ ; N(R¹²)--CS--R¹⁴ ;

R¹² is hydrogen; C₁ -C₄ -alkyl;

phenyl, which may carry from one to three of the following radicals:halogen, C₁ -C₄ -alkyl, C₁ -C₄ -haloalkyl and C₁ -C₄ -alkoxy;

R¹³ is one of the groups stated for R¹ ;

amino, di-C₁ -C₈ -alkylamino or C₃ -C₈ -cycloalkylamino;

R¹⁴ is one of the groups stated for R¹ ;

amino; hydroxyamino(--NH--OH); di-C₁ -C₆ -alkylamino or C₃ -C₈-cycloalkylamino,

and the plant-tolerated salts of those compounds I in which at least oneof the substituents R¹ to R⁵ is an acidic or basic group,

and at least one herbicidal active ingredient selected from

A) the group consisting of the cylcohexenone derivatives of the generalformula II ##STR3## where R^(a) is C₁ -C₆ -alkyl;

R^(b) is hydrogen;

one equivalent of an agriculturally useful cation;

C₁ -C₈ -alkylcarbonyl; C₁ -C₁₀ -alkylsulfonyl; C₁ -C₁₀ -alkylphosphonyl;

benzoyl, benzenesulfonyl or benzenephosphonyl, where the aromatic ringsmay carry from 1 to 5 halogen atoms;

R^(c) is hydrogen; CN; CHO;

C₁ -C₆ -alkyl which may carry one of the following radicals: C₁ -C₄-alkoxy, C₁ -C₄ -alkylthio, phenoxy, phenylthio, pyridyloxy orpyridylthio, where the aromatic radicals in turn may carry from one tothree of the following groups: nitro, cyano, halogen, C₁ -C₄ -alkyl, C₁-C₄ -haloalkyl, C₁ -C₄ -alkoxy, C₁ -C₄ -haloalkoxy, C₁ -C₄ -alkylthio,C₃ -C₆ -alkenyl, C₃ -C₆ -alkenyloxy, C₃ -C₆ -alkynyl, C₃ -C₆ -alkynyloxyor NR^(g) R^(h) ;

R^(g) is hydrogen; C₁ -C₄ -alkyl; C₃ -C₆ -alkenyl; C₃ -C₆ -alkynyl; C₁-C₆ -alkylcarbonyl;

benzoyl which may carry from one to three of the following radicals:nitro, cyano, halogen, C₁ -C₄ -alkyl, C₁ -C₄ -haloalkyl, C₁ -C₄ -alkoxyand C₁ -C₄ -alkylthio;

R^(h) is hydrogen; C₁ -C₄ -alkyl; C₃ -C₆ -alkenyl; C₃ -C₆ -alkynyl;

R^(c) is furthermore

C₃ -C₇ -cycloalkyl or C₅ -C₇ -cycloalkenyl, where these rings may carryfrom one to three of the following radicals: hydroxyl, halogen, C₁ -C₄-alkyl, C₁ -C₄ -haloalkyl, C₁ -C₄ -alkoxy, C₁ -C₄ -alkylthio,benzylthio, C₁ -C₄ -alkylsulfonyl, C₁ -C₄ -alkylsulfenyl and C₁ -C₄-alkylsulfinyl;

a 5-membered saturated ring which, in addition to carbon ring members,contains one or two oxygen or sulfur atoms or one oxygen and one sulfuratom and may carry from one to three of the following radicals: C₁ -C₄-alkyl, C₁ -C₄ -haloalkyl, C₁ -C₄ -alkoxy and C₁ -C₄ -alkylthio;

a 6 - or 7 -membered saturated or monounsaturated or diunsaturated ringwhich, in addition to carbon ring members, contains one or two oxygen orsulfur atoms or one oxygen and one sulfur atom and may carry from one tothree of the following radicals: hydroxyl, halogen, C₁ -C₄ -alkyl, C₁-C₄ -haloalkyl, C₁ -C₄ -alkoxy and C₁ -C₄ -alkylthio;

a 5-membered aromatic ring which, in addition to carbon ring members,contains one or two nitrogen atoms and one oxygen or sulfur atom or fromone to three nitrogen atoms or one oxygen or one sulfur atom and maycarry from one to three of the following radicals: cyano, halogen, C₁-C₄ -alkyl, C₁ -C₄ -haloalkyl, C₁ -C₄ -alkoxy, C₁ -C₄ -haloalkoxy, C₁-C₄ -alkythio, C₂ -C₆ -alkenyl, C₂ -C₆ -alkenyloxy, C₂ -C₆ -alkynyl, C₂-C₆ -alkynyloxy and C₁ -C₄ -alkoxy-C₁ -C₄ -alkyl;

phenyl or pyridyl, where these rings may carry from one to three of thefollowing radicals: nitro, formyl, cyano, halogen, C₁ -C₄ -alkyl, C₁ -C₄-haloalkyl, C₁ -C₄ -alkoxy, C₁ -C₄ -haloalkoxy, C₁ -C₄ -alkylthio, C₂-C₆ -alkenyl, C₂ -C₆ -alkenyloxy, C₃ -C₆ -alkynyl, C₃ -C₆ -alkynyloxyand NR^(k) R^(l) ;

R^(k) is hydrogen; C₁ -C₄ -alkyl; C₃ -C₆ -alkenyl; C₃ -C₆ -alkynyl;

R^(l) is hydrogen: C₁ -C₄ -alkyl; C₃ -C₆ -alkenyl; C₃ -C₆ -alkynyl; C₁-C₆ -alkylcarbonyl;

benzoyl, which may carry from one to three of the following radicals:nitro, cyano, halogen, C₁ -C₄ -alkyl, C₁ -C₄ -haloalkyl, C₁ -C₄ -alkoxyand C₁ -C₄ -alkylthio;

R^(d) is hydrogen, hydroxyl or, if R^(c) is C₁ -C₆ -alkyl, also C₁ -C₆-alkyl;

R^(e) is hydrogen; cyano; halogen; C₁ -C₄ -alkoxycarbonyl; C₁ -C₄-alkylketoxime;

W is C₁ -C₆ -alkylene, C₃ -C₆ -alkenylene or alkynylene, where thesegroups may carry a methylene group (═CH₂) and/or from one to three ofthe following radicals: halogen and C₁ -C₃ -alkyl;

C₃ -C₆ -alkylene or C₃ -C₆ -alkenylene, in each of which radicals amethylene group is replaced with oxygen, sulfur, SO, SO₂ or NR^(i) andfrom one to three hydrogen atoms may be replaced with C₁ -C₃ -alkylradicals;

R^(i) is hydrogen; C₁ -C₄ -alkyl; C₃ -C₆ -alkenyl; C₃ -C₆ -alkynyl; and

R^(f) is hydrogen; CH═CH--Z¹, where

Z¹ is hydrogen; cyano; carboxyl; halogen; C₁ -C₄ -alkyl; C₁ -C₄-haloalkyl; C₁ -C₄ -alkoxy; C₁ -C₈ -alkoxycarbonyl; benzyloxycarbonyl;

C₃ -C₆ -cycloalkyl which in turn may carry from one to three of thefollowing radicals: hydroxyl, halogen, C₁ -C₄ -alkyl, C₁ -C₄ -haloalkyland C₁ -C₄ -alkoxy;

phenyl, halophenyl, dihalophenyl, thienyl or pyridyl, where theseradicals may carry from one to three of the following groups: nitro,cyano, halogen, C₁ -C₄ -alkyl, C₁ -C₄ -haloalkyl, C₁ -C₄ -alkoxy, C₁ -C₄-haloalkoxy, C₁ -C₄ -alkylthio or C₃ -C₆ -cycloalkyl, where the cyclicradical in turn may furthermore

carry from one to three of the following groups: halogen, C₁ -C₄ -alkyl,C₁ -C₄ -haloalkyl and C₁ -C₄ -alkoxy; R^(f) is furthermore

ethynyl, which may carry one of the following radicals: C₁ -C₄ -alkyl,or C₃ -C₆ -cycloalkyl, where these groups may furthermore carry from oneto three of the following radicals: hydroxyl, halogen, C₁ -C₄ -alkyl, C₁-C₄ -haloalkyl and C₁ -C₄ -alkoxy;

ethynyl which carries one of the following radicals: phenyl, thienyl orpyridyl, where the aromatic radicals may carry from one to three of thefollowing groups: nitro, cyano, halogen, C₁ -C₄ -alkyl, C₁ -C₄-haloalkyl, C₁ -C₄ -alkoxy, C₁ -C₄ -haloalkoxy and C₁ -C₄ -alkylthio;

phenyl, halophenyl, dihalophenyl, a 5-membered aromatic ring which, inaddition to carbon members, contains one or two nitrogen atoms and oneoxygen or sulfur atom or from one to three nitrogen atoms or one oxygenor one sulfur atom, or a 6-membered aromatic ring which, in addition tocarbon ring members, contains from one to four nitrogen atoms, wherethese aromatic and heteroaromatic groups may carry from one to three ofthe following radicals: nitro, C₁ -C₄ -alkoxy, C₁ -C₄ -haloalkoxy, C₁-C₄ -alkylthio, C₁ -C₄ -haloalkylthio or the radicals stated for Z¹ andNR^(k) R^(l), where R^(k) and R^(l) have the abovementioned meanings;

or

B) the group consisting of the 2-(4-hetaryloxy)-or2-(4-aryloxy)-phenoxycarboxylic acid derivatives of the formula III##STR4## where R^(o) is phenyl, pyridyl, benzoxazolyl, benzothiazolyl orbenzopyrazinyl, where these aromatic and heteroaromatic ring systems maycarry one or two of the following radicals: nitro, halogen, C₁ -C₄-alkyl, C₁ -C₄ -haloalkyl, C₁ -C₄ -alkoxy, C₁ -C₄ -haloalkoxy and C₁ -C₄-alkylthio;

R^(p) is hydrogen or methyl;

R^(q) is hydrogen; C₁ -C₄ -alkyl; C₃ -C₄ -alkenyl; C₃ -C₄ -alkynyl; C₁-C₄ -alkoxy-₁ -C₄ -alkyl; C₃ -C₄ -alkylideneiminoxy-C₂ -C₃ -alkyl;teztrahydrofuranylmethyl; isoxazolidinyl;

or one equivalent of an agriculturally useful cation.

The present invention furthermore relates to methods for selectivelycontrolling undesirable plant growth on cultivated areas of crop plantswith these herbicides and to novel pyrido[2,3-d]pyrimidines I'.

Substituted pyrido[2,3-d]pyrimidines of the same type as the compounds Iare already known from the following publications:

W. J. Irwin et al., J. Chem. Soc. (C) (1967), 1745;

Shinsaku Minami et al., Chem. Pharm. BNull. 19 (1971), 1483 [R₃=hydroxyl];

Sadao Nishigaki et al., Chem. Pharm. Bull. 18 (1970), 1385;

Rizkalla et al., J. Org. Chem. 37, (1972), 3980 [R₃ =hydroxyl];

Evans et al., J. Org. Chem. 40 (1975), 1438;

Sollhuber-Kretzer et al., Arch. Pharm. 316 (1983), 346;

Nishino et al., Bull Chem. Soc. Jpn. 45 (1972), 1127;

Bredereck et al., Chem. Ber. 96 (1963), 1868;

Bennett et al., J. Med. Chem. 24 (1981), 382;

EP-A 329 012;

EP-A 18 151 [6-aryl-7-aminopyrido[2,3-d]pyrimidines as anantihypertensive agent].

However, the stated publications do not mention an antidotal orantagonistic action of the known compounds in combination withherbicidal active ingredients.

It is an object of the present invention to provide herbicides whichensure good control of weeds without significantly damaging the crops orsubstantially reducing the yield thereof.

We have found that this object is achieved by the herbicides defined atthe outset.

We have also found methods for treating crop plants with theantagonistic compounds I and the herbicides II or the herbicides III,whether the compounds I and II or I and III are formulated and appliedtogether or separately and the order in which administration is effectedin the case of separate application being unimportant.

The herbicides contain at least one antagonist compound I and at leastone herbicide II or one herbicide III.

However, further antagonistic or herbicidal compounds may be present inthe novel herbicides.

Substituted pyrido[2,3-d]pyrimidines of the formula I' ##STR5## wherethe substituents have the following meanings, are novel: those in whichR¹, R² and R⁴ have the abovementioned meanings and R^(3') and R^(5') aredefined as follows:

R^(3') is halogen, C₁ -C₆ -alkylthio or one of the groups stated for R¹;

R^(5') is one of the groups stated for R¹ ;

hydroxyl; halogen; C₁ -C₆ -alkylthio; C₁ -C₈ -alkylcarbonyloxy; C₁ -C₈-alkylsulfonyloxy; phenoxy; benzoyloxy;

Phenylsulfonyloxy where the aromatic radical may carry from one to threeof the following groups: halogen, C₁ -C₄ -alkyl, C₁ -C₄ -haloalkyl andC₁ -C₄ -alkoxy;

with the proviso that R¹ and R^(3') are not simultaneously hydrogen whenR² is hydrogen or phenyl and R⁴ is phenyl or R^(5') is phenyl,halophenyl, naphthyl or pyridyl, and with the proviso that R², R^(3'),R⁴ and R^(5') are not simultaneously hydrogen when R¹ is hydrogen orpyridyl,

and the plant-tolerated salts of those compounds I' in which at leastone of the substituents R¹, R², R^(3'), R⁴ and R^(5') is an acidic orbasic group.

The substituted pyrido[2,3-d]pyrimidines I and I' are obtainable invarious ways, preferably by one of the following methods:

a) Condensation of 4-aminopyrimidines IV with methylenecarbonylcompounds V ##STR6##

The reaction is preferably carried out in a conventional manner (cf.Caluwe et al., J. Org. Chem. 40 (1981), 1438-1439) in an inert solventor diluent, for example in water, in an alcohol such as methanol,ethanol, propanol, isopropanol or ethoxyethanol, in liquid ammonia, inan ether, such as tetrahydrofuran or dioxane, in an aromatichydrocarbon, such as benzene, toluene, chlorobenzene or nitrobenzene, ina polar aprotic solvent, such as acetonitrile, dimethylformamide,dimethyl sulfoxide or N-methylpyrrolidone or in a mixture. of the statedsolvents.

The reactions are advantageously carried out in the presence of anorganic or inorganic base, for example the hydroxides, hydrides,alkoxides, amides, carbonates and bicarbonates of the alkali andalkaline earth metals being suitable. Alkali metal hydroxides, such aslithium hydroxide, sodium hydroxide and potassium hydroxide, alkalineearth metal hydroxides, such as barium hydroxide and calcium hydroxide,alkali metal hydrides, such as sodium hydride and potassium hydride,alkaline earth metal hydrides, such as calcium hydride, alkali metalalcoholates, such as sodium methylate, sodium ethylate and potassiumtert-butylate, alkali metal amides, such as sodium amide and lithiumdiisopropylamide, alkali metal carbonates and bicarbonates, such assodium carbonate, sodium bicarbonate or potassium carbonate andpotassium bicarbonate, are particularly suitable. Among the organicbases, aliphatic amines such as triethylamine, dimethylamine,diethylamine and diisopropylamine, cycloaliphatic amines, such aspiperidine, morpholine, pyrrolidine, DBU and DABCO, and aromatic aminessuch as pyridine, N,N-dimethylaminopyridine and quinoline, areparticularly preferred.

If the base used is an amine, the reaction can also be carried out inthe absence of a solvent, in an excess of the base.

The starting materials IV and V are advantageously used in the roughlystoichiometric ratio, or an excess of up to about 100 mol % of methylenecompound V is employed.

The amount of base is not critical. It is as a rule 10-50 mol %, but anexcess may also be used.

When an organic base is employed, the reaction can be carried out in theabsence of a solvent, in an excess of base of up to about 10 times themolar amount, based on the 4-aminopyrimidine IV.

In general, the reaction temperature is from 0° to 200° C. preferablyfrom 20° to 150° C., in particular about 20°-30° C. (room temperature)or at the boiling point of the particular solvent.

As a rule, atmospheric pressure or the autogenous pressure of the systemis used. Higher or lower pressure is possible but generally has noadvantages.

The 4-aminopyrimidines IV used are known from the literature or can beprepared by methods similar to those described there (cf. for exampleBenett et al., J. Med. Chem. 24 (1981), 381-389 and the literature citedthere).

b) Condensation of 4-aminopyrimidines IV with the acetonitriles VI and,if desired, subsequent derivatization of the amino group ##STR7##

The reaction is usually carried out by conventional methods [cf. forexample Benett et al., J. Med. Chem. 24 (1981), 381-389]. Subsequentderivatization can be effected, for example, by methods similar to thosedescribed in EP-A 329 012.

c) Reaction of 4-aminopyridines IV with the amides VII (cf.Sollhuber-Kretzer in Arch. Pharm. 316 (1983), 346-352] ##STR8## d)Reaction of 4-aminopyrimidines IV (R³ and R^(3') ═OC₂ H₅) with CH-acidiccompounds VIIIa or VIIIb by a Claisen condensation reaction ##STR9## R⁵is preferably halogen, particularly preferably chlorine, or C₁ -C₄-alkoxy, in particular ethoxy.

The reaction is carried out by conventional methods (cf. Bredereck etal., Chem. Ber. 96 (1963), 1868-1872)) in the presence of sodium or ofan alkali metal alcoholate, such as sodium methylate, sodium ethylate orpotassium tert-butylate.

The reaction in the presence of sodium is advantageously carried out inthe absence of a solvent, in an excess of the CH-acidic compound VIIIaor VIIIb of up to about 10 times the molar amount. In the reaction inthe presence of an alcoholate, it is advisable to use the correspondingalcohol as a solvent, the starting materials IV and VIIIa or VIIIbpreferably being used in roughly stoichiometric amounts.

A review of further methods of preparation is given in an article by E.Lunt and C. G. Newton in Comprehensive Heterocyclic Chemistry (editors:A. Katritzky and C. W. Rees), Vol. 3, p. 215 et seq. In this context,reference may also be made to the following publications:

C. J. Blankley et al., J. Med. Chem. 24 (1990), 382-389,

M. Sollhuber-Kretzer et al., Arch. d. Pharm. 316 (1983), 346-352, and

P. Caluwe et al., J. Org. Chem. 40 (1975), 1438-1439.

With regard to the biological activity of the compounds I as antidotes,preferred derivatives are those in which the substituents have thefollowing meanings:

R¹ and R² are each hydrogen;

C₁ -C₈ -alkyl, in particular C₁ -C₆ -alkyl, such as methyl, ethyl,propyl, 1-methylethyl, butyl, 1-methylpropyl, 2-methylpropyl,1,1-dimethylethyl, pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl,2,2-dimethylpropyl, 1-ethylpropyl, hexyl, 1,1-dimethylpropyl,1,2-dimethylpropyl, 1-methylpentyl, 2-methylpentyl, 3-methylpenty,4-methylpentyl, 1,1-dimethylbutyl, 1,2-dimethylbutyl, 1,3-dimethylbutyl,2,2-dimethylbutyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl,2-ethylbutyl, 1,1,2-trimethylpropyl, 1,2,2-trimethylpropyl,1-ethyl-1-methylpropyl and 1-ethyl-2-methylpropyl, preferably methyl,ethyl, propyl, 1-methylethyl, butyl or 1-methylpropyl;

C₁ -C₈ -haloalkyl, in particular C₁ -C₄ -haloalkyl, in particular C₁ -C₂-haloalkyl, such as chloromethyl, dichloromethyl, trichloromethyl,fluoromethyl, difluoromethyl, trifluoromethyl, chlorofluoromethyl,dichlorofluoromethyl, chlorodifluoromethyl, 1-fluoroethyl,2-fluoroethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl,2-chloro-2-fluoroethyl, 2-chloro-2,2,-difluoroethyl,2,2,-dichloro-2-fluoroethyl, 2,2,2-trichloroethyl or pentafluoroethyl;

C₁ -C₆ -alkoxy, such as methoxy, ethoxy, propoxy, 1-methylethoxy,butoxy, 1-methylpropoxy, 2-methylpropoxy, 1,1-dimethylethoxy, pentyloxy,1-methylbutoxy, 2-methylbutoxy, 3-methylbutoxy, 2,2-dimethylpropoxy,1-ethylpropoxy, hexyloxy, 1,1-dimethylpropoxy, 1,2-dimethylpropoxy,1-methylpentyloxy, 2-methylpentyloxy, 3-methylpentyloxy,4-methylpentyloxy, 1,1-dimethylbutoxy, 1,2-dimethylbutoxy,1,3-dimethylbutoxy, 2,2-dimethylbutoxy, 2,3-dimethylbutoxy,3,3-dimethylbutoxy, 1-ethylbutoxy, 2-ethylbutoxy,1,1,2-trimethylpropoxy, 1,2,2-trimethylpropoxy, 1-ethyl-1-methylpropoxyor 1-ethyl-2-methylpropoxy;

C₁ -C₆ -haloalkoxy, particularly C₁ -C₄ -haloalkoxy, in particular C₁-C₂ -haloalkyloxy, such as chloromethoxy, dichtoromethoxy,trichloromethoxy, fluoromethoxy, difluoromethoxy, trifluoromethoxy,chlorofluoromethoxy, dichlorofluoromethoxy, chlorodifluoromethoxy,1-fluoroethoxy, 2-fluoroethoxy, 2,2-difluoroethoxy,2,2,2-trifluoroethoxy, 2-chloro-2-fluoroethoxy,2-chloro-2,2-difluoroethoxy, 2,2-dichloro-2-fluoroethoxy,2,2,2-trichloroethoxy or pentafluoroethoxy, in particulartrifluoromethoxy;

C₁ -C₄ -alkoxy-C₁ -C₆ -alkyl is C₁ -C₆ -alkyl as stated above, which wassubstituted by C₁ -C₄ -alkoxy as stated above, and in particularmethoxymethyl;

C₁ -C₈ -alkylamino, in particular C₁ -C₆ -alkylamino, such asmethylamino, ethylamino, propylamino, 1-methylethylamino, butylamino,1-methylpropylamino, 2-methylpropylamino, 1,1-dimethylethylamino,pentylamino, 1-methylbutylamino, 2-methylbutylamino, 3-methylbutylamino,2,2-dimethylpropylamino, 1-ethylpropylamino, hexylamino,1,1-dimethylpropylamino, 1,2-dimethylpropylamino, 1-methylpentylamino,2-methylpentylamino, 3-methylpentylamino, 4-methylpentylamino,1,1-dimethylbutylamino, 1,2-dimethylbutylamino, 1,3-dimethylbutylamino,2,2-dimethylbutylamino, 2,3-dimethylbutylamino, 3,3-dimethylbutylamino,1-ethylbutylamino, 2-ethylbutylamino, 1,1,2-trimethylpropylamino,1,2,2-trimethylpropylamino, 1-ethyl-1-methylpropylamino or1-ethyl-2-methylpropylamino, in particular methylamino or ethylamino;

C₂ -C₈ -alkenyl, in particular C₂ -C₆ -alkenyl, such as ethenyl,1-propenyl, 2-propenyl, 1-methylethenyl, 1-butenyl, 2-butenyl,3-butenyl, 1-methyl-1-propenyl, 2-methyl-1-propenyl,1-methyl-2-propenyl, 2-methyl-2-propenyl, 1-pentenyl, 2-pentenyl,3-pentenyl, 4-pentenyl, 1-methyl-1-butenyl, 2-methyl-1-butenyl,3-methyl-1-butenyl, 1-methyl-2-butenyl, 2-methyl-2-butenyl,3-methyl-2-butenyl, 1-methyl-3-butenyl, 2-methyl-3-butenyl,3-methyl-3-butenyl, 1,1-dimethyl-2-propenyl, 1,2-dimethyl-1-propenyl,1,2-dimethyl-2-propenyl, 1-ethyl-1-propenyl, 1-ethyl-2-propenyl,1-hexenyl, 2-hexenyl, 3-hexenyl, 4-hexenyl, 5-hexenyl,1-methyl-1-pentenyl, 2-methyl-1-pentenyl, 3-methyl-1-pentenyl,4-methyl-1-pentenyl, 1-methyl-2-pentenyl, 2-methyl-2-pentenyl,3-methyl-2-pentenyl, 4-methyl-2-pentenyl, 1-methyl-3-pentenyl,2-methyl-3-pentenyl, 3-methyl-3-pentenyl, 4-methyl-3-pentenyl,1-methyl-4-pentenyl, 2-methyl-4-pentenyl, 3-methyl-4-pentenyl,4-methyl-4-pentenyl, 1,1-dimethyl-2-butenyl, 1,1-di-methyl-3-butenyl,1,2-dimethyl-1-butenyl, 1,2-dimethyl-2-butenyl, 1,2-dimethyl-3-butenyl,1,3-dimethyl-1-butenyl, 1,3-dimethyl-2-butenyl, 1,3-dimethyl-3-butenyl,2,2-dimethyl-3-butenyl, 2,3-dimethyl-1-butenyl, 2,3-dimethyl-2-butenyl,2,3-dimethyl-3-butenyl, 3,3-dimethyl-1-butenyl, 3,3-dimethyl-2-butenyl,1-ethyl-1-butenyl, 1-ethyl-2-butenyl, 1-ethyl-3-butenyl,2-ethyl-1-butenyl, 2-ethyl-2-butenyl, 2-ethyl-3-butenyl,1,1,2-trimethyl-2-propenyl, 1-ethyl-1-methyl-2-propenyl,1-ethyl-2-methyl-1-propenyl or 1-ethyl-2-methyl-2-propenyl, inparticular ethenyl or 2-propenyl;

C₂ -C₈ -alkynyl, in particular C₂ -C₆ -alkynyl, such as ethynyl,1-propynyl, 2-propynyl, 1-butynyl, 2-butynyl, 3-butynyl,1-methyl-2-propynyl, 1-pentynyl, 2-pentynyl, 3-pentynyl, 4-pentynyl,1-methyl-2-butynyl, 1-methyl-3-butynyl, 2-methyl-3-butynyl,3-methyl-1-butynyl, 1,1-dimethyl-2-propynyl, 1-ethyl-2-propynyl,1-hexynyl, 2-hexynyl, 3-hexynyl, 4-hexynyl, 5-hexynyl,1-methyl-2-pentynyl, 1-methyl-3-pentynyl, 1-methyl-4-pentynyl,2-methyl-3-pentynyl, 2-methyl-4-pentynyl, 3-methyl-1-pentynyl,3-methyl-4-pentynyl, 4-methyl-1-pentynyl, 4-methyl-2-pentynyl,1,1-dimethyl-2-butynyl, 1,1-dimethyl-3-butynyl, 1,2-dimethyl-3-butynyl,2,2-dimethyl-3-butynyl, 3,3-dimethyl-1-butynyl, 1-ethyl-2-butynyl,1-ethyl-3-butynyl,2-ethyl-3-butynyl or 1-ethyl-1-methyl-2-propynyl, inparticular 2-propynyl;

C₃ -C₈ -cycloalkyl such as cyclopropyl, cyclobutyl, cyclopentyl,cyclohexyl, cycloheptyl or cyclooctyl, in particular cyclopropyl,cyclopentyl or cyclohexyl, with which a benzene radical may be fused,this group may furthermore carry from one to three of the followingradicals: hydroxyl;

halogen, such as fluorine, chlorine, bromine or iodine, preferablyfluorine or chlorine;

C₁ -C₄ -alkyl, such as methyl, ethyl, propyl, 1-methylethyl, butyl,1-methylpropyl, 2-methylpropyl or 1,1-dimethylethyl, in particularmethyl, ethyl or 1-methylethyl;

C₁ -C₄ -haloalkyl, in particular C₁ -C₂ -haloalkyl, such aschloromethyl, dichloromethyl, trichloromethyl, fluoromethyl,difluoromethyl, trifluoromethyl, chlorofluoromethyl,dichlorofluoromethyl, chlorodifluoromethyl, 1-fluoroethyl,2-fluoroethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl,2-chloro-2-fluoroethyl, 2-chloro-2,2-difluoroethyl,2,2-dichloro-2-fluoroethyl, 2,2,2-trichloroethyl or pentafluoroethyl, inparticular trifluoromethyl;

C₁ -C₄ -alkoxy, such as methoxy, ethoxy, propoxy, 1-methylethoxy,butoxy, 1-methylpropoxy, 2-methylpropoxy or 1,1-dimethylethoxy,preferably methoxy or ethoxy;

C₁ -C₄ -haloalkoxy, in particular C₁ -C₄ -haloalkoxy as stated above, inparticular difluoromethoxy;

C₁ -C₄ -alkylthio, such as methylthio, ethylthio, propylthio,1-methylethylthio, butylthio, 1-methylpropylthio, 2-methylpropylthio or1,1-dimethylethylthio, preferably methylthio or ethylthio;

phenyl, naphthyl, phenyl-C₁ -C₆ -alkyl (which is phenyl-substituted C₁-C₆ -alkyl as stated above),

a 5-membered aromatic ring which, in addition to carbon atoms, maycontain from one to three nitrogen atoms and one oxygen or one sulfuratom as heteroatoms or which, in addition to carbon atoms, may containfrom one to three nitrogen atoms or one oxygen or one sulfur atom asheteroatoms, a 6-membered aromatic ring which, in addition to carbonatoms, may contain from one to three nitrogen atoms as heteroatoms,where a benzene ring may be fused with the abovementioned 5- and6-membered heteroaromatics and where the aromatic and heteroaromaticradicals may additionally carry from one to three of the followinggroups:

nitro, cyano,

halogen as stated above, preferably fluorine or chlorine;

C₁ -C₄ -alkyl as stated above, preferably methyl, ethyl or1-methylethyl;

C₁ -C₄ -haloalkyl, in particular C₁ -C₂ -haloalkyl as stated above,preferably trifluoromethyl or difluoromethyl;

C₁ -C₄ -alkoxy as stated above, preferably methoxy, ethoxy or1-methylethoxy;

C₁ -C₄ -haloalkoxy, in particular C₁ -C₂ -haloalkoxy as stated above,preferably difluoromethoxy or trifluoromethoxy;

C₁ -C₄ -alkoxycarbonyl, such as methoxycarbonyl, ethoxycarbonyl,propoxycarbonyl, 1-methylethoxycarbonyl, butoxycarbonyl,1-methylpropoxycarbonyl, 2-methylpropoxycarbonyl or1,1,-dimethylethoxycarbonyl, preferably methoxycarbonyl orethoxycarbonyl;

C₁ -C₄ -alkylthio as stated above, preferably methylthio or ethylthio;

C₃ -C₆ -alkenyl, such as 2-propenyl, 2-butenyl, 3-butenyl,1-methyl-2-propenyl, 2-methyl-2-propenyl, 2-pentenyl, 3-pentenyl,4-pentenyl, 1-methyl-2-butenyl, 2-methyl-2-butenyl, 3-methyl-2-butenyl,1-methyl-3-butenyl, 2-methyl-3-butenyl, 3-methyl-3-butenyl,1,1-dimethyl-2-propenyl, 1,2-dimethyl-2-propenyl, 1-ethyl-2-propenyl,2-hexenyl, 3-hexenyl, 4-hexenyl, 5-hexenyl, 1-methyl-2-pentenyl,2-methyl-2-pentenyl, 3-methyl-2-pentenyl, 4-methyl-2-pentenyl,1,methyl-3-pentenyl, 2-methyl-3-pentenyl, 3-methyl-3-pentenyl,4-methyl-3-pentenyl, 1-methyl-4-pentenyl, 2-methyl-4-pentenyl,3-methyl-4-pentenyl, 4-methyl-4-pentenyl, 1,1-dimethyl-2-butenyl,1,1,-dimethyl-3-butenyl, 1,2-dimethyl-2-butenyl, 1,2-dimethyl-3-butenyl,1,3-dimethyl-2-butenyl, 1,3-dimethyl-3-butenyl, 2,2-dimethyl-3-butenyl,2,3-dimethyl-2-butenyl, 2,3-dimethyl-3-butenyl, 3,3-dimethyl-2-butenyl,1-ethyl-2-butenyl, 1-ethyl-3-butenyl, 2-ethyl-2-butenyl,2-ethyl-3-butenyl, 1,1,2-trimethyl-2-propenyl,1-ethyl-1-methyl-2-propenyl or 1-ethyl-2-methyl-2-propenyl, preferably2-propenyl;

C₃ -C₆ -alynyl, such as 2-propynyl, 2-butynyl, 3-butynyl,1-methyl-2-propynyl, 2-pentynyl, 3-pentynyl, 4-pentynyl,1-methyl-2-butynyl, 1-methyl-3-butynyl, 2-methyl-3-butynyl,1,1-dimethyl-2-propynyl, 1-ethyl-2-propynyl, 2-hexynyl, 3-hexynyl,4-hexynyl, 5-hexynyl, 1-methyl-2-pentynyl, 1-methyl-3-pentynyl,1-methyl-4-pentynyl, 2-methyl-3-pentynyl, 2-methyl-4-pentynyl,3-methyl-4-pentynyl, 4-methyl-2-pentynyl, 1,1-dimethyl-2-butynyl,1,1-dimethyl-3-butynyl, 1,2-dimethyl-3-butynyl, 2,2-dimethyl-3-butynyl,1-ethyl-2-butynyl, 1-ethyl-3-butynyl, 2-ethyl-3-butynyl or1-ethyl-1-methyl-2-propynyl, preferably 2-propynyl;

R³

is hydroxyl; amino;

halogen as stated above, preferably fluorine or chlorine;

C₁ -C₆ -alkythio, such as methylthio, ethylthio, propylthio,1-methylethylthio, butylthio, 1-methylpropylthio, 2-methylpropylthio,1,1-dimethylethylthio, pentylthio, 1-methylbutylthio, 2-methylbutylthio,3-methylbutylthio, 2,2-dimethylpropylthio, 1-ethylpropylthio, hexylthio,1,1-dimethylpropylthio, 1,2-dimethylpropylthio, 1-methylpentylthio,2-methylpentylthio, 3-methylpentylthio, 4-methylpentylthio,1,1-dimethylbutylthio, 1,2-dimethylbutylthio, 1,3-dimethylbutylthio,2,2-dimethylbutylthio, 2,3-dimethylbutylthio, 3,3-dimethylbutylthio,1-ethylbutylthio, 2-ethylbutylthio, 1,1,2-trimethylpropylthio,1,2,2-trimethylpropylthio, 1-ethyl-1-methylpropylthio or1-ethyl-2-methylpropylthio, preferably C₁ -C₄ -alkylthio, in particularmethylthio or ethylthio;

di-C₁ -C₆ -alkylamino, in particular di-C₁ -C₆ -alkylamino, especiallydi-C₁ -C₄ -alkylamino, such as N,N-dimethylamino, N,N-diethylamino,N,N-dipropylamino, N,N-di(1-methylethyl)-amino, N,N-dibutylamino,N,N-di-(1-methylpropyl)-amino, N,N-di-(2-methylpropyl)-amino,N,N-di-(1,1-dimethylethyl)-amino, N-ethyl-N-methylamino,N-methyl-N-propylamino, N-methyl-N-(1-methylethyl)-amino,N-butyl-N-methylamino, N-methyl-N-(1-methylpropyl)-amino,N-methnyl-N-(2-methylpropyl)-amino, N-(1,1-dimethylethyl)-N-methylamino,N-ethyl-N-propylamino, N-ethyl-N-(1-methylethyl)-amino,N-butyl-N-ethylamino, N-ethyl-N-(1-methylpropyl)-amino,N-ethyl-N-(2-methylpropyl)-amino, N-ethyl-N-(1,1-dimethylethyl)-amino,N-(1-methylethyl)-N-propylamino, N-butyl-N-propylamino,N-(1-methylpropyl)-N-propylamino, N-(2-methylpropyl)-N-propylamino,N-(1,1-dimethylethyl)-N-propylamino, N-butyl-N-(1-methylethyl)-amino,N-(1-methylethyl)-N-(1-methylpropyl)-amino,N-(1-methylethyl)-N-(2-methylpropyl)-amino,N-(1,1-dimethylethyl)-N-(1-methylethyl)-amino,N-butyl-N-(1-methylpropyl)-amino, N-butyl-N-(2-methylpropyl)-amino,N-butyl-N-(1,1-dimethylethyl)-amino,N-(1-methylpropyl)-N-(2-methylpropyl)-amino,N-(1,1-dimethylethyl)-N-(1-methylpropyl)-amino or N-(1,1,-dimethylethyl)-N-(2-methylpropyl)-amino;

C₃ -C₈ -cycloalkylamino, such as cyclopropylamino, cyclobutylamino,cyclobentylamino, cyclohexylamino, cycloheptylamino or cyclooctylamino,preferably cyclopropylamino, cyclopentylamino or cyclohexylamino;

C₁ -C₈ -alkoxycarbonyl, in particular C₁ -C₆ -alkoxycarbonyl, such asmethoxycarbonyl, ethoxycarbonyl, propoxycarbonyl,1-methylethoxycarbonyl, butoxycarbonyl, 1-methylpropoxycarbonyl,2-methylpropyoxycarbonyl, 1,1-dimethylethoxycarbonyl, pentyloxycarbonyl,1-methylbutoxycarbonyl, 2-methylbutoxycarbonyl, 3-methylbutoxycarbonyl,2,2-dimethylpropoxycarbonyl, 1-ethylpropoxycarbonyl, hexyloxycarbonyl,1,1-dimethylpropoxycarbonyl, 1,2-dimethylpropyoxycarbonyl,1-methylpentoxycarbonyl, 2-methylpentoxycarbonyl,3-methylpentoxycarbonyl, 4-methylpentoxycarbonyl,1,1-dimethylbutoxycarbonyl, 1,2-dimethylbutoxycarbonyl,1,3-dimethylbutoxycarbonyl, 2,2-dimethylbutoxycarbonyl,2,3-dimethylbutoxycarbonyl, 3,3-dimethylbutoxycarbonyl,1-ethylbutoxycarbonyl, 2-ethylbutoxycarbonyl,1,1,2-trimethylpropoxycarbonyl, 1,2,2-trimethylpropoxycarbonyl,1-ethyl-1-methylpropoxycarbonyl or 1-ethyl-2-methylpropoxycarbonyl,preferably C₁ -C₄ -alkoxycarbonyl;

or one of the groups stated for R¹ ;

R⁴

is one of the groups stated for R¹ ;

CN; NO₂ ; COOH; CSOH;

di-C₁ -C₄ -alkylamino-C₁ -C₄ -alkyl is C₁ -C₄ -alkyl as stated abovewhich is substituted by di-C₁ -C₄ -alkylamino as stated above;

SO₂ --R⁶ ; C(═X)--R⁷ ; C(═Y)--R⁸, or R⁷ --C(YR⁹)--ZR¹⁰ ;

R⁶ is one of the groups stated for R¹ ;

hydroxyl; amino;

di-C₁ -C₈ -alkylamino, in particular di-C₁ -C₆ -alkylamino, inparticular di-C₁ -C₄ -alkylamino as stated above;

C₃ -C₈ -cycloalkylamino as stated above, in particular cyclopropylamino,cyclopentylamino or cyclohexylamino;

C₁ -C₆ -alkylthio as stated above, preferably C₁ -C₄ -alkythio, inparticular C₁ -C₂ -alkylthio;

R⁷ is amino; hydroxyamino (--NR--OH);

C₁ -C₈ -alkylamino, in particular C₁ -C₆ -alkylamino as stated above,preferably C₁ -C₄ -alkylamino, especially C₁ -C₂ -alkylamino;

di-C₁ -C₈ -alkylamino, in particular di-C₁ -C₆ -alkylamino, especiallydi-C₁ -C₄ -alkylamino as stated above;

C₃ -C₈ -cycloalkylamino as stated above, preferably cyclopropylamino,cyclopentylamino or cylcohexylamino;

C₁ -C₈ -alkoxy as stated above, preferably C₁ -C₄ -alkoxy, in particularC₁ -C₂ -alkoxy;

C₁ -C₆ -alkylthio as stated above, preferably C₁ -C₆ -alkylthio, inparticular C₁ -C₂ -alkylthio;

phenylamino;

R⁸ is one of the groups stated for R¹ ;

R⁹ and R¹⁰ are each C₁ -C₈ -alkyl as stated above;

C₁ -C₈ -haloalkyl as stated above;

C₁ -C₄ -alkoxy-C₂ -C₆ -alkyl is C₂ -C₆ -alkyl as stated above which issubstituted by C₁ -C₄ -alkoxy as stated above, preferably ethyl, propylor 1-methylethyl which is substituted by methoxy or ethoxy;

C₂ -C₈ -alkenyl as stated above, or

R⁹ and R¹⁰ together form --CH₂ CH₂ --, --CH₂ CH₂ CH₂ -- or --CH₂ CH₂ CH₂CH₂ --, where one or two hydrogen atoms in these groups may be replacedwith the following radicals: ═O (vicinal H atoms);

C₁ -C₈ -alkyl as stated above, preferably methyl or ethyl;

C₁ -C₆ -haloalkyl, in particular C₁ -C₄ -haloalkyl, especially C₁ -C₂-haloalkyl as stated above;

C₁ -C₆ -alkoxy as stated above, preferably methoxy or ethoxy;

X is oxygen, sulfur or NR¹¹, where

R¹¹ is one of the groups stated for R¹ or has the following meanings:

hydrogen; hydroxyl; amino;

di-C₁ -C₈ -alkylamino, in particular di-C₁ -C₆ -alkylamino, especiallydi-C₁ -C₄ -alkylamino as stated above;

C₃ -C₈ -cycloalkylamino as stated above, preferably cyclopropylamino,cyclopentylamino or cyclohexylamino;

Phenoxy, naphthyloxy, phenylamino or naphthylamino, where the aromaticradicals may carry from one to three of the following groups:

Nitro, cyano;

Halogen as stated above, preferably fluorine or chlorine;

C₁ -C₄ -alkyl as stated above, preferably methyl or ethyl;

C₁ -C₄ -haloalkyl, in particular C₁ -C₂ -haloalkyl as stated above,preferably trifluoromethyl;

C₁ -C₄ -alkoxy as stated above, preferably methoxy;

C₁ -C₄ -haloalkoxy, in particular C₁ -C₂ -haloalkoxy as stated above,preferably difluoromethoxy;

C₁ -C₄ -alkoxycarbonyl as stated above, preferably C₁ -C₂-alkoxycarbonyl;

C₁ -C₄ -alkylthio as stated above, preferably methylthio;

C₃ -C₆ -alkenyl as stated above, preferably 2-propenyl;

C₃ -C₆ -alkynyl as stated above, preferably 2-propynyl;

Y is oxygen or sulfur;

R⁵

is one of the groups stated for R¹ ;

hydroxyl; amino;

halogen as stated above, preferably fluorine or chlorine;

C₁ -C₆ -alkylthio as stated above, preferably C₁ -C₄ -alkylthio, inparticular C₁ -C₂ -alkylthio;

di-C₁ -C₈ -alkylamino, in particular di-C₁ -C₆ -alkylamino, especiallydi-C₁ -C₄ -alkylamino as stated above, preferably di-C₁ - or C₂-alkylamino;

C₃ -C₈ -cycloalkylamino as stated above, in particular cyclopropylamino,cyclopentylamino or cyclohexylamino;

pyrrolidin-1-yl; piperidin-1-yl; morpholin-1-yl;

C₁ -C₈ -alkylcarbonyloxy, in particular C₁ -C₆ -alkylcarbonyloxy, suchas methylcarbonyloxy, ethylcarbonyloxy, propylcarbonyloxy,1-methylethylcarbonyloxy, butylcarbonyloxy, 1-methylpropylcarbonyloxy,2-methylpropylcarbonyloxy, 1,1-dimethylethylcarbonyloxy,pentylcarbonyloxy, 1-methylbutylcarbonyloxy, 2-methylbutylcarbonyloxy,3-methylbutylcarbonyloxy, 2,2-dimethylpropylcarbonyloxy,1-ethylpropylcarbonyloxy, hexylcarbonyloxy,1,1-dimethylpropylcarbonyloxy, 1,2-dimethylpropylcarbonyloxy,1-methylpentylcarbonyloxy, 2-methylpentylcarbonyloxy,3-methylpentylcarbonyloxy, 4-methylpentylcarbonyloxy,1,1-dimethylbutylcarbonyloxy, 1,2-dimethylbutylcarbonyloxy,1,3-dimethylbutylcarbonyloxy, 2,2-dimethylbutylcarbonyloxy,2,3-dimethylbutylcarbonyloxy, 3,3-dimethylbutylcarbonyloxy,1-ethylbutylcarbonyloxy, 2-ethylbutylcarbonyloxy,1,1,2-trimethylpropylcarbonyloxy, 1,2,2-trimethylpropylcarbonyloxy,1-ethyl-1-methylpropylcarbonyloxy or 1-ethyl-2-methylpropylcarbonyloxy,preferably C₁ -C₄ -alkylcarbonyloxy, in particular C₁ -C₂-alkylcarbonyloxy;

C₁ -C₄ -haloalkylcarbonyloxy, in particular C₁ -C₂-haloalkylcarbonyloxy, such as chloromethylcarbonyloxy,dichloromethylcarbonyloxy, trichloromethylcarbonyloxy,fluoromethylcarbonyloxy, difluoromethylcarbonyloxy,trifluoromethylcarbonyloxy, chlorofluoromethylcarbonyloxy,dichlorofluoromethylcarbonyloxy, chlorodifluoromethylcarbonyloxy,1-fluoroethylcarbonyloxy, 2-fluoroethylcarbonyloxy,2,2-difluoroethylcarbonyloxy, 2,2,2-trifluoroethylcarbonyloxy,2-chloro-2-fluoroethylcarbonyloxy,2-chloro-2,2-difluoroethylcarbonyloxy,2,2-dichloro-2-fluoroethylcarbonyloxy, 2,2,2-trichloroethylcarbonyloxyor pentafluoroethylcarbonyloxy, preferably trifluoromethylcarbonyloxy;

C₁ -C₈ -alkylsulfonyloxy, in particular C₁ -C₆ -alkylsulfonyloxy, suchas methylsulfonyloxy, ethylsulfonyloxy, propylsulfonyloxy,1-methylethylsulfonyloxy, butylsulfonyloxy, 1-methyl-propylsulfonyloxy,2-methylpropylsulfonyloxy, 1,1-dimethylethylsulfonyloxy,pentylsulfonyloxy, 1-methylbutylsulfonyloxy, 2-methylbutylsulfonyloxy,3-methylbutylsulfonyloxy, 2,2-dimethylpropylsulfonyloxy,1-ethylpropylsulfonyloxy, hexylsulfonyloxy,1,1-dimethylpropylsulfonyloxy, 1,2-dimethylpropylsulfonyloxy,1-methylpentylsulfonyloxy, 2-methylpentylsulfonyloxy,3-methylpentylsulfonyloxy, 4-methylpentylsulfonyloxy,1,1-dimethylbutylsulfonyloxy, 1,2-dimethylbutylsulfonyloxy,1,3-dimethylbutylsulfonyloxy, 2,2-dimethylbutylsulfonyloxy,2,3-dimethylbutylsulfonyloxy, 3,3-dimethylbutylsulfonyloxy,1-ethylbutylsulfonyloxy, 2-ethylbutylsulfonyloxy,1,1,2-trimethylpropylsulfonyloxy, 1,2,2-trimethylpropylsulfonyloxy,1-ethyl-1-methylpropylsulfonyloxy or 1-ethyl-2-methylpropylsulfonyloxy,preferably C₁ -C₄ -alkylsulfonyloxy, in particular C₁ -C₂-alkylsulfonyloxy;

C₁ -C₈ haloalkylsulfonyloxy, in particular C₁ -C₄ -haloalkylsulfonyloxy,especially C₁ -C₂ -haloalkylsulfonyloxy, such aschloromethylsulfonyloxy, dichloromethylsulfonyloxy,trichloromethylsulfonyloxy, fluoromethylsulfonyloxy,difluoromethylsulfonyloxy, trifluoromethylsulfonyloxy,chlorofluoromethylsulfonyloxy, dichlorofluoromethylsulfonyloxy,chlorodifluoromethylsulfonyloxy, 1-fluoroethylsulfonyloxy,2-fluoroethylsulfonyloxy, 2,2-difluoroethylsulfonyloxy,2,2,2-trifluoroethylsulfonyloxy, 2-chloro-2-fluoroethylsulfonyloxy,2-chloro-2,2-difluoroethylsulfonyloxy,2,2-dichloro-2-fluoroethylsulfonyloxy, 2,2,2-trichloroethylsulfonyloxyor pentafluoroethylsulfonyloxy;

phenoxy, naphthyloxy, phenylamino, naphthylamino, benzyloxy,benzylamino, benzoyloxy, 2-naphthoyloxy or phenylsulfonyloxy, where thearomatic radicals may carry from one to three of the following groups:

halogen as stated above, preferably fluorine or chlorine;

C₁ -C₄ -alkyl as stated above, preferably methyl;

C₁ -C₄ -haloalkyl, in particular C₁ -C₂ -haloalkyl as stated above,preferably trifluoromethyl;

C₁ -C₄ -alkoxy as stated above, preferably methoxy;

N(R¹²)--SO₂ --R¹³ ; N(R¹²)--CO--R¹⁴ ; N(R¹²)--CS--R¹⁴ ;

R¹² is hydrogen;

C₁ -C₄ -alkyl as stated above, preferably C₁ -C₃ -alkyl;

phenyl which may carry from one to three of the following radicals:

halogen as stated above, preferably fluorine or chlorine;

C₁ -C₄ -alkyl as stated above, preferably methyl;

C₁ -C₄ -haloalkyl, in particular C₁ -C₂ -haloalkyl, as stated above,preferably trifluoromethyl;

C₁ -C₄ -alkoxy as stated above, preferably methoxy;

R¹³ is one of the groups stated for R¹ ;

amino;

di-C₁ -C₈ -alkylamino, in particular di-C₁ -C₆ -alkylamino, especiallydi-C₁ -C₄ -alkylamino as stated above;

C₃ -C₈ -cycloalkylamino as stated above, preferably cyclopropylamino,cyclopentylamino or cyclohexylamino;

R¹⁴ is one of the groups stated for R¹ amino; hydroxyamino (--NH--OH);

di-C₁ -C₈ -alkylamino, in particular di-C₁ -C₆ -alkylamino, especiallydi-C₁ -C₄ -alkylamino, as stated above, preferably di-C₁ - or C₂-alkylamino;

C₃ -C₈ -cycloalkylamino as stated above, in particular cyclopropylamino,cyclopentylamino or cyclohexylamino,

and the plant-tolerated salts of those compounds I in which at least oneof the substituents R¹ to R⁵ is an acidic or basic group.

5-membered aromatic rings which, in addition to carbon atoms, maycontain from one to three nitrogen atoms and one oxygen or one sulfuratom as heteroatoms or which, in addition to carbon atoms, may containfrom one to three nitrogen atoms or one oxygen or one sulfur atom asheteroatoms are understood as meaning the following groups: 2-furyl,3-furyl, 2-thienyl, 3-thienyl, 2-pyrrolyl, 3-pyrrolyl, 3-isoxazolyl,4-isoxazolyl, 5-isoxazolyl, 3-isothiazolyl, 4-isothiazolyl,5-isothiazolyl, 3-pyrazolyl, 4-pyrazolyl, 5-pyrazolyl, 2-oxazolyl,4-oxazolyl, 5-oxazolyl, 2-thiazolyl, 4-thiazolyl, 5-thiazolyl,2-imidazolyl, 4-imidazolyl, 1,2,4-oxadiazol-3-yl, 1,2,4-oxadiazol-5-yl,1,2,4-thiadiazol-3-yl, 1,2,4-thiadiazol-5-yl, 1,2,4-triazol-3-yl,1,3,4-oxadiazol-2-yl, 1,3,4-thiadiazol-2-yl or 1,3,4-triazol-2-yl,preferably 2-thienyl or 3-thienyl, where a benzene ring may be fusedwith the abovementioned 5-membered heteroaromatics if they are a radicalR¹ or R².

6-membered aromatic rings which, in addition to carbon atoms, maycontain from one to three nitrogen atoms as hetero atoms are understoodas meaning the following groups: 2-pyridyl, 3-pyridyl, 4-pyridyl,3-pyridazinyl, 4-pyridazinyl, 2-pyrimidinyl, 4-pyrimidinyl,5-pyrimidinyl, 2-pyrazinyl, 1,3,5-triazin-2-yl or 1,2,4-triazin-3-yl,preferably 2-pyridyl, 3-pyridyl or 4-pyridyl, where a benzene ring maybe fused with the abovementioned 6-membered heteroaromatics if they area radical R¹ or R².

Derivatives I and I' having acidic terminal groups or having basicnitrogen atoms may be in the form of their agriculturally useful salts.

Suitable agriculturally useful salts are generally the salts of acids orbases which do not adversely affect the antagonistic reaction of I andI'.

Examples of suitable acid addition salts are the hydrochlorides andhydrobromides, sulfates, nitrates, phosphates, oxalates ordodecylbenzenesulfonates.

Examples of suitable basic salts are those of the alkali metals, inparticular the sodium and potassium salts, those of the alkali earthmetals, in particular calcium, magnesium and barium salts and those ofthe transition metals, in particular manganese, copper, zinc and ironsalts, and the ammonium salts which may carry from one to three C₁ -C₄-alkyl, or hydroxy-C₁ -C₄ -alkyl substituents and/or one phenyl orbenzyl substituent, in particular diisopropylammonium,tetramethylammonium, tetrabutylammonium, trimethylbenzylammonium andtrimethyl-(2-hydroxyethyl)-ammonium salts, the phosphonium salts, thesulfonium salts, in particular tri-C₁ -C₄ -alkylsulfonium salts, and thesulfoxonium salts, in particular tri-C₁ -C₄ -alkylsulfoxonium salts.Particularly preferred compounds of formula I are summarized in Tables Aand B below.

                  TABLE A    ______________________________________     ##STR10##     ##STR11##     ##STR12##     ##STR13##     ##STR14##     ##STR15##     ##STR16##     ##STR17##    R.sup.3           R.sup.4           R.sup.5    ______________________________________    H      H                 C.sub.6 H.sub.5    H      H                 2-CH.sub.3C.sub.6 H.sub.4    H      H                 3-CH.sub.3C.sub.6 H.sub.4    H      H                 4-CH.sub.3C.sub.6 H.sub.4    H      H                 2-FC.sub.6 H.sub.4    H      H                 3-FC.sub.6 H.sub.4    H      H                 4-FC.sub.6 H.sub.4    H      H                 2-ClC.sub.6 H.sub.4    H      H                 3-ClC.sub.6 H.sub.4    H      H                 4-ClC.sub.6 H.sub.4    H      H                 2-BrC.sub.6 H.sub.4    H      H                 3-BrC.sub.6 H.sub.4    H      H                 4-BrC.sub.6 H.sub.4    H      H                 2-OHC.sub.6 H.sub.4    H      H                 3-OHC.sub.6 H.sub.4    H      H                 4-OHC.sub.6 H.sub.4    H      H                 2-OCH.sub.3C.sub.6 H.sub.4    H      H                 3-OCH.sub.3C.sub.6 H.sub.4    H      H                 4-OCH.sub.3C.sub.6 H.sub.4    H      H                 4-C.sub.6 H.sub.5C.sub.6 H.sub.4    H      H                 3-C(CH.sub.3).sub.3C.sub.6 H.sub.4    H      H                 4-C(CH.sub.3).sub.3C.sub.6 H.sub.4    H      H                 2-CF.sub.3C.sub.6 H.sub.4    H      H                 3-CF.sub.3C.sub.6 H.sub.4    H      H                 4-CF.sub.3C.sub.6 H.sub.4    H      H                 2-NO.sub.2C.sub.6 H.sub.4    H      H                 3-NO.sub.2C.sub.6 H.sub.4    H      H                 4-NO.sub.2C.sub.6 H.sub.4    H      H                 2-CNC.sub.6 H.sub.4    H      H                 3-CNC.sub.6 H.sub.4    H      H                 4-CNC.sub.6 H.sub.4    H      H                 2-(CO.sub.2 C.sub.2 H.sub.5)C.sub.6 H.sub.4    H      H                 3-(CO.sub.2 C.sub.2 H.sub.5)C.sub.6 H.sub.4    H      H                 4-(CO.sub.2 C.sub.2 H.sub.5)C.sub.6 H.sub.4    H      H                 2-Carbamoyl-C.sub.6 H.sub.4    H      H                 3-Carbamoyl-C.sub.6 H.sub.4    H      H                 4-Carbamoyl-C.sub.6 H.sub.4    H      H                 2-NH.sub.2C.sub.6 H.sub.4    H      H                 3-NH.sub.2C.sub.6 H.sub.4    H      H                 4-NH.sub.2C.sub.6 H.sub.4    H      H                 4-Pyrrolidino-C.sub.6 H.sub.4    H      H                 2-SCH.sub.3C.sub.6 H.sub.4    H      H                 3-SCH.sub.3C.sub.6 H.sub.4    H      H                 4-SCH.sub.3C.sub.6 H.sub.4    H      H                 2-Sulfo-C.sub.6 H.sub.4    H      H                 3-Sulfo-C.sub.6 H.sub.4    H      H                 4-Sulfo-C.sub.6 H.sub.4    H      H                 3-OC(CH.sub.3).sub.3C.sub.6 H.sub.4    H      H                 4-OC(CH.sub.3).sub.3C.sub.6 H.sub.4    H      H                 2,4-(CH.sub.3).sub.2C.sub.6 H.sub.3    H      H                 3,4-(CH.sub.3).sub.2C.sub.6 H.sub.3    H      H                 2,6-(CH.sub.3).sub.2C.sub.6 H.sub.3    H      H                 2,4-(OCH.sub.3).sub.2C.sub.6 H.sub.3    H      H                 3,4-(OCH.sub.3).sub.2C.sub.6 H.sub.3    H      H                 2,6-(OCH.sub.3).sub.2C.sub.6 H.sub.3    H      H                 2,4-F.sub.2C.sub.6 H.sub.3    H      H                 3,4-F.sub.2C.sub.6 H.sub.3    H      H                 2,6-F.sub.2C.sub.6 H.sub.3    H      H                 2,4-Cl.sub.2C.sub.6 H.sub.3    H      H                 3,4-Cl.sub.2C.sub.6 H.sub.3    H      H                 2,6-Cl.sub.2C.sub.6 H.sub.3    H      H                 2,4-(OH).sub.2C.sub.6 H.sub.3    H      H                 3,4-(OH).sub.2C.sub.6 H.sub.3    H      H                 2,6-(OH).sub.2C.sub.6 H.sub.3    H      H                 3-NO.sub.2 -4-CH.sub.3C.sub.6 H.sub.3    H      H                 3-NO.sub.2 -4-FC.sub.6 H.sub.3    H      H                 3-NO.sub.2 -4-ClC.sub.6 H.sub.3    H      H                 3-NO.sub.2 -4-OCH.sub.3C.sub.6 H.sub.3    H      H                 1-Naphthyl    H      H                 2-Naphthyl    H      H                 Tetralin-2-yl    H      H                 Thien-2-yl    H      H                 Thien-3-yl    H      H                 5-CH.sub.3 -thien-2-yl    H      H                 5-Cl-thien-2-yl    H      H                 5-Br-thien-2-yl    H      H                 2,5-(CH.sub.3).sub.2 -thien-3-yl    H      H                 4,5-benzothien-2-yl    H      H                 Thiazol-2-yl    H      H                 Thiazol-4-yl    H      H                 Thiazol-5-yl    H      H                 5-CH.sub.3 -thiazol-2-yl    H      H                 5-Cl-thiazol-2-yl    H      H                 5-Br-thiazol-2-yl    H      H                 2,4-(CH.sub.3).sub.2 -thiazol-5-yl    H      H                 4,5-benzothiazol-2-yl    H      H                 Furan-2-yl    H      H                 Furan-3-yl    H      H                 5-CH.sub.3 -furan-2-yl    H      H                 5-Cl-furan-2-yl    H      H                 5-Br-furan-2-yl    H      H                 2,5-(CH.sub.3).sub.2 -furan-3-yl    H      H                 4,5-benzofuran-2-yl    H      H                 Pyrrol-2-yl    H      H                 Pyrrol-3-yl    H      H                 1-CH.sub.3 -pyrrol-2-yl    H      H                 1-CH.sub.3 -pyrrol-3-yl    H      H                 2,5-(CH.sub.3).sub.2 -pyrrol-3-yl    H      H                 1,5-(CH.sub.3).sub.2 -pyrrol-2-yl    H      H                 1,5-(CH.sub.3).sub.2 -pyrrol-3-yl    H      H                 Indol-2-yl    H      H                 Indol-3-yl    H      H                 Oxazol-2-yl    H      H                 Oxazol-4-yl    H      H                 5-CH.sub.3 -oxazol-2-yl    H      H                 5-Cl-oxazol-2-yl    H      H                 5-Br-oxazol-2-yl    H      H                 2,5-(CH.sub.3).sub.2 -oxazol-4-yl    H      H                 4,5-benzoxazol-2-yl    H      H                 Imidazol-2-yl    H      H                 Imidazol-4-yl    H      H                 Imidazol-5-yl    H      H                 5-CH.sub.3 -imidazol-2-yl    H      H                 5-Cl-imidazol-2-yl    H      H                 5-Br-imidazol-2-yl    H      H                 2,5-(CH.sub.3).sub.2 -imidazol-4-yl    H      H                 4,5-benzimidazol-2-yl    H      H                 Pyridin-2-yl    H      H                 Pyridin-3-yl    H      H                 Pyridin-4-yl    H      H                 5-CH.sub.3 -pyridin-2-yl    H      H                 5-Cl-pyridin-2-yl    H      H                 5-Br-pyridin-2-yl    H      H                 5-CH.sub.3 -pyridin-3-yl    H      H                 5-Cl-pyridin-3-yl    H      H                 5-Br-pyridin-3-yl    H      H                 2-CH.sub.3 -pyridin-3-yl    H      H                 2-Cl-pyridin-3-yl    H      H                 2-Br-pyridin-3-yl    H      H                 2,5-(CH.sub.3).sub.2 -pyridin-3-yl    H      H                 4,5-benzopyridin-2-yl    H      H                 Pyrazin-2-yl    H      H                 5-CH.sub.3 -pyrazin-2-yl    H      H                 5-Cl-pyrazin-2-yl    H      H                 5-Br-pyrazin-2-yl    H      H                 Pyrimidin-2-yl    H      H                 Pyrimidin-4-yl    H      H                 Pyrimidin-5-yl    H      H                 4,5-benzopyrimidin-2-yl    H      CH.sub.3          C.sub.6 H.sub.5    H      CH.sub.3          4-CH.sub.3C.sub.6 H.sub.4    H      CH.sub.3          4-FC.sub.6 H.sub.4    H      CH.sub.3          4-Cl-C.sub.6 H.sub.4    H      CH.sub.3          4-Br-C.sub.6 H.sub.4    H      CH.sub.3          4-CH(CH.sub.3).sub.2C.sub.6 H.sub.4    H      CH.sub.3          4-OCH.sub.3C.sub.6 H.sub.4    H      CH.sub.3          4-C(CH.sub.3).sub.3C.sub.6 H.sub.4    H      CH.sub.3          4-CF.sub.3C.sub.6 H.sub.4    H      CH.sub.3          4-NO.sub.2C.sub.6 H.sub.4    H      CH.sub.3          4-CNC.sub.6 H.sub.4    H      CH.sub.3          4-(NHCOCH.sub.3)C.sub.6 H.sub.4    H      CH.sub.3          3,4-(OCH.sub.3).sub.2C.sub.6 H.sub.3    H      CH.sub.3          2,4-Cl.sub.2C.sub.6 H.sub.3    H      CH.sub.3          3-NO.sub.2 -4-CH.sub.3C.sub.6 H.sub.3    H      CH.sub.3          2-Naphthyl    H      CH.sub.3          Thien-2-yl    H      CH.sub.2 CH.sub.3 C.sub.6 H.sub.5    H      CH.sub.2 CH.sub.3 4-CH.sub.3C.sub.6 H.sub.4    H      CH.sub.2 CH.sub.3 4-FC.sub.6 H.sub.4    H      CH.sub.2 CH.sub.3 4-Cl-C.sub.6 H.sub.4    H      CH.sub.2 CH.sub.3 4-Br-C.sub.6 H.sub.4    H      CH.sub.2 CH.sub.3 4-CH(CH.sub.3).sub.2C.sub.6 H.sub.4    H      CH.sub.2 CH.sub.3 4-OCH.sub.3C.sub.6 H.sub.4    H      CH.sub.2 CH.sub.3 4-C(CH.sub.3).sub.3C.sub.6 H.sub.4    H      CH.sub.2 CH.sub.3 4-CF.sub.3C.sub.6 H.sub.4    H      CH.sub.2 CH.sub.3 4-NO.sub.2C.sub.6 H.sub.4    H      CH.sub.2 CH.sub.3 4-CNC.sub.6 H.sub.4    H      CH.sub.2 CH.sub.3 4-(NHCOCH.sub.3)C.sub.6 H.sub.4    H      CH.sub.2 CH.sub.3 3,4-(OCH.sub.3).sub.2C.sub.6 H.sub.3    H      CH.sub.2 CH.sub.3 2,4-Cl.sub.2C.sub.6 H.sub.3    H      CH.sub.2 CH.sub.3 3-NO.sub.2 -4-CH.sub.3C.sub.6 H.sub.3    H      CH.sub.2 CH.sub.3 2-Naphthyl    H      CH.sub.2 CH.sub.3 Thien-2-yl    H      CH.sub.2 CH.sub.2 CH.sub.3                             C.sub.6 H.sub.5    H      CH.sub.2 CH.sub.2 CH.sub.3                             4-CH.sub.3C.sub.6 H.sub.4    H      CH.sub.2 CH.sub.2 CH.sub.3                             4-FC.sub.6 H.sub.4    H      CH.sub.2 CH.sub.2 CH.sub.3                             4-Cl-C.sub.6 H.sub.4    H      CH.sub.2 CH.sub.2 CH.sub.3                             4-Br-C.sub.6 H.sub.4    H      CH.sub.2 CH.sub.2 CH.sub.3                             4-CH(CH.sub.3).sub.2C.sub.6 H.sub.4    H      CH.sub.2 CH.sub.2 CH.sub.3                             4-OCH.sub.3C.sub.6 H.sub.4    H      CH.sub.2 CH.sub.2 CH.sub.3                             4-C(CH.sub.3).sub.3C.sub.6 H.sub.4    H      CH.sub.2 CH.sub.2 CH.sub.3                             4-CF.sub.3C.sub.6 H.sub.4    H      CH.sub.2 CH.sub.2 CH.sub.3                             4-NO.sub.2C.sub.6 H.sub.4    H      CH.sub.2 CH.sub.2 CH.sub.3                             4-CNC.sub.6 H.sub.4    H      CH.sub.2 CH.sub.2 CH.sub.3                             4-(NHCOCH.sub.3)C.sub.6 H.sub.4    H      CH.sub.2 CH.sub.2 CH.sub.3                             3,4-(OCH.sub.3).sub.2C.sub.6 H.sub.3    H      CH.sub.2 CH.sub.2 CH.sub.3                             2,4-Cl.sub.2C.sub.6 H.sub.3    H      CH.sub.2 CH.sub.2 CH.sub.3                             3-NO.sub.2 -4-CH.sub.3C.sub.6 H.sub.3    H      CH.sub.2 CH.sub.2 CH.sub.3                             2-Naphthyl    H      CH.sub.2 CH.sub.2 CH.sub.3                             Thien-2-yl    H      CH(CH.sub.3).sub.2                             C.sub.6 H.sub.5    H      CH(CH.sub.3).sub.2                             4-CH.sub.3C.sub.6 H.sub.4    H      CH(CH.sub.3).sub.2                             4-FC.sub.6 H.sub.4    H      CH(CH.sub.3).sub.2                             4-Cl-C.sub.6 H.sub.4    H      CH(CH.sub.3).sub.2                             4-Br-C.sub.6 H.sub.4    H      CH(CH.sub.3).sub.2                             4-CH(CH.sub.3).sub.2C.sub.6 H.sub.4    H      CH(CH.sub.3).sub.2                             4-OCH.sub.3C.sub.6 H.sub.4    H      CH(CH.sub.3).sub.2                             4-C(CH.sub.3).sub.3C.sub.6 H.sub.4    H      CH(CH.sub.3).sub.2                             4-CF.sub.3C.sub.6 H.sub.4    H      CH(CH.sub.3).sub.2                             4-NO.sub.2C.sub.6 H.sub.4    H      CH(CH.sub.3).sub.2                             4-CNC.sub.6 H.sub.4    H      CH(CH.sub.3).sub.2                             4-(NHCOCH.sub.3)C.sub.6 H.sub.4    H      CH(CH.sub.3).sub.2                             3,4-(OCH.sub.3).sub.2C.sub.6 H.sub.3    H      CH(CH.sub.3).sub.2                             2,4-Cl.sub.2C.sub.6 H.sub.3    H      CH(CH.sub.3).sub.2                             3-NO.sub.2 -4-CH.sub.3C.sub.6 H.sub.3    H      CH(CH.sub.3).sub.2                             2-Naphthyl    H      CH(CH.sub.3).sub.2                             Thien-2-yl    H      CH.sub.2 CH(CH.sub.3).sub.2                             C.sub.6 H.sub.5    H      CH.sub.2 CH(CH.sub.3).sub.2                             4-CH.sub.3C.sub.6 H.sub.4    H      CH.sub.2 CH(CH.sub.3).sub.2                             4-FC.sub.6 H.sub.4    H      CH.sub.2 CH(CH.sub.3).sub.2                             4-Cl-C.sub.6 H.sub.4    H      CH.sub.2 CH(CH.sub.3).sub.2                             4-Br-C.sub.6 H.sub.4    H      CH.sub.2 CH(CH.sub.3).sub.2                             4-CH(CH.sub.3).sub.2C.sub.6 H.sub.4    H      CH.sub.2 CH(CH.sub.3).sub.2                             4-OCH.sub.3C.sub.6 H.sub.4    H      CH.sub.2 CH(CH.sub.3).sub.2                             4-C(CH.sub.3).sub.3C.sub.6 H.sub.4    H      CH.sub.2 CH(CH.sub.3).sub.2                             4-CF.sub.3C.sub.6 H.sub.4    H      CH.sub.2 CH(CH.sub.3).sub.2                             4-NO.sub.2C.sub.6 H.sub.4    H      CH.sub.2 CH(CH.sub.3).sub.2                             4-CNC.sub.6 H.sub.4    H      CH.sub.2 CH(CH.sub.3).sub.2                             4-(NHCOCH.sub.3)C.sub.6 H.sub.4    H      CH.sub.2 CH(CH.sub.3).sub.2                             3,4-(OCH.sub.3).sub.2C.sub.6 H.sub.3    H      CH.sub.2 CH(CH.sub.3).sub.2                             2,4-Cl.sub.2C.sub.6 H.sub.3    H      CH.sub.2 CH(CH.sub.3).sub.2                             3-NO.sub.2 -4-CH.sub.3C.sub.6 H.sub.3    H      CH.sub.2 CH(CH.sub.3).sub.2                             2-Naphthyl    H      CH.sub.2 CH(CH.sub.3).sub.2                             Thien-2-yl    H      (CH.sub.2).sub.3 CH.sub.3                             C.sub.6 H.sub.5    H      (CH.sub.2).sub.3 CH.sub.3                             4-CH.sub.3C.sub.6 H.sub.4    H      (CH.sub.2).sub.3 CH.sub.3                             4-FC.sub.6 H.sub.4    H      (CH.sub.2).sub.3 CH.sub.3                             4-Cl-C.sub.6 H.sub.4    H      (CH.sub.2).sub.3 CH.sub.3                             4-Br-C.sub.6 H.sub.4    H      (CH.sub.2).sub.3 CH.sub.3                             4-CH(CH.sub.3).sub.2C.sub.6 H.sub.4    H      (CH.sub.2).sub.3 CH.sub.3                             4-OCH.sub.3C.sub.6 H.sub.4    H      (CH.sub.2).sub.3 CH.sub.3                             4-C(CH.sub.3).sub.3C.sub.6 H.sub.4    H      (CH.sub.2).sub.3 CH.sub.3                             4-CF.sub.3C.sub.6 H.sub.4    H      (CH.sub.2).sub.3 CH.sub.3                             4-NO.sub.2C.sub.6 H.sub.4    H      (CH.sub.2).sub.3 CH.sub.3                             4-CNC.sub.6 H.sub.4    H      (CH.sub.2).sub.3 CH.sub.3                             4-(NHCOCH.sub.3)C.sub.6 H.sub.4    H      (CH.sub.2).sub.3 CH.sub.3                             3,4-(OCH.sub.3).sub.2C.sub.6 H.sub.3    H      (CH.sub.2).sub.3 CH.sub.3                             2,4-Cl.sub.2C.sub.6 H.sub.3    H      (CH.sub.2).sub.3 CH.sub.3                             3-NO.sub.2 -4-CH.sub.3C.sub.6 H.sub.3    H      (CH.sub.2).sub.3 CH.sub.3                             2-Naphthyl    H      (CH.sub.2).sub.3 CH.sub.3                             Thien-2-yl    H      C(CH.sub.3).sub.3 C.sub.6 H.sub.5    H      C(CH.sub.3).sub.3 4-CH.sub.3C.sub.6 H.sub.4    H      C(CH.sub.3).sub.3 4-FC.sub.6 H.sub.4    H      C(CH.sub.3).sub.3 4-Cl-C.sub.6 H.sub.4    H      C(CH.sub.3).sub.3 4-Br-C.sub.6 H.sub.4    H      C(CH.sub.3).sub.3 4-CH(CH.sub.3).sub.2C.sub.6 H.sub.4    H      C(CH.sub.3).sub.3 4-OCH.sub.3C.sub.6 H.sub.4    H      C(CH.sub.3).sub.3 4-C(CH.sub.3).sub.3C.sub.6 H.sub.4    H      C(CH.sub.3).sub.3 4-CF.sub.3C.sub.6 H.sub.4    H      C(CH.sub.3).sub.3 4-NO.sub.2C.sub.6 H.sub.4    H      C(CH.sub.3).sub.3 4-CNC.sub.6 H.sub.4    H      C(CH.sub.3).sub.3 4-(NHCOCH.sub.3)C.sub.6 H.sub.4    H      C(CH.sub.3).sub.3 3,4-(OCH.sub.3).sub.2C.sub.6 H.sub.3    H      C(CH.sub.3).sub.3 2,4-Cl.sub.2C.sub.6 H.sub.3    H      C(CH.sub.3).sub.3 3-NO.sub.2 -4-CH.sub.3C.sub.6 H.sub.3    H      C(CH.sub.3).sub.3 2-Naphthyl    H      C(CH.sub.3).sub.3 Thien-2-yl    H      C.sub.6 H.sub.5   CH.sub.3    H      C.sub.6 H.sub.5   CH.sub.2 CH.sub.3    H      C.sub.6 H.sub.5   CH.sub.2 CH.sub.2 CH.sub.3    H      C.sub.6 H.sub.5   CH(CH.sub.3).sub.2    H      C.sub.6 H.sub.5   CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3    H      C.sub.6 H.sub.5   CH.sub.2 CH(CH.sub.3).sub.2    H      C.sub.6 H.sub.5   C.sub.6 H.sub.5    H      C.sub.6 H.sub.5   CO.sub.2 H    H      C.sub.6 H.sub.5   CO.sub.2 CH.sub.2 CH.sub.3    H      C.sub.6 H.sub.5   CONH.sub.2    H      C.sub.6 H.sub.5   COCH.sub.3    H      C.sub.6 H.sub.5   COCF.sub.3    H      C.sub.6 H.sub.5   COC.sub.6 H.sub.5    H      C.sub.6 H.sub.5   CO-(4-CH.sub.3C.sub.6 H.sub.4)    H      C.sub.6 H.sub.5   CO.sub.2 C.sub.6 H.sub.5    H      C.sub.6 H.sub.5   CO.sub.2 CH.sub.2 C.sub.6 H.sub.5    H      C.sub.6 H.sub.5   F    H      C.sub.6 H.sub.5   Cl    H      C.sub.6 H.sub.5   Br    H      C.sub.6 H.sub.5   OCH.sub.3    H      C.sub.6 H.sub.5   CF.sub.3    H      C.sub.6 H.sub.5   NO.sub.2    H      C.sub.6 H.sub.5   CN    H      C.sub.6 H.sub.5   SO.sub.2 CH.sub.3    H      C.sub.6 H.sub.5   SO.sub.2 C.sub.6 H.sub.5    H      C.sub.6 H.sub.5   SO.sub.2 -(4-CH.sub.3C.sub.6 H.sub.4)    H      C.sub.6 H.sub.5   C.sub.6 H.sub.5    H      C.sub.6 H.sub.5   4-CH.sub.3C.sub.6 H.sub.4    H      C.sub.6 H.sub.5   4-FC.sub.6 H.sub.4    H      C.sub.6 H.sub.5   4-ClC.sub.6 H.sub.4    H      C.sub.6 H.sub.5   4-BrC.sub.6 H.sub.4    H      C.sub.6 H.sub.5   4-CH(CH.sub.3).sub.2C.sub.6 H.sub.4    H      C.sub.6 H.sub.5   4-OCH.sub.3C.sub.6 H.sub.4    H      C.sub.6 H.sub.5   4-C(CH.sub.3).sub.3C.sub.6 H.sub.4    H      C.sub.6 H.sub.5   4-CF.sub.3C.sub.6 H.sub.4    H      C.sub.6 H.sub.5   4-NO.sub.2C.sub.6 H.sub.4    H      C.sub.6 H.sub.5   4-CNC.sub.6 H.sub.4    H      C.sub.6 H.sub.5   4-(NHCOCH.sub.3)C.sub.6 H.sub.4    H      C.sub.6 H.sub.5   3,4-(OCH.sub.3).sub.2C.sub.6 H.sub.3    H      C.sub.6 H.sub.5   2,4-Cl.sub.2C.sub.6 H.sub.3    H      C.sub.6 H.sub.5   3-NO.sub.2 -4-CH.sub.3C.sub.6 H.sub.3    H      C.sub.6 H.sub.5   2-Naphthyl    H      C.sub.6 H.sub.5   Thien-2-yl    H      CH.sub.2 C.sub.6 H.sub.5                             C.sub.6 H.sub.5    H      CH.sub.2 C.sub.6 H.sub.5                             4-CH.sub.3C.sub.6 H.sub.4    H      CH.sub.2 C.sub.6 H.sub.5                             4-FC.sub.6 H.sub.4    H      CH.sub.2 C.sub.6 H.sub.5                             4-ClC.sub.6 H.sub.4    H      CH.sub.2 C.sub.6 H.sub.5                             4-BrC.sub.6 H.sub.4    H      CH.sub.2 C.sub.6 H.sub.5                             4-CH(CH.sub.3).sub.2C.sub.6 H.sub.4    H      CH.sub.2 C.sub.6 H.sub.5                             4-OCH.sub.3C.sub.6 H.sub.4    H      CH.sub.2 C.sub.6 H.sub.5                             4-C(CH.sub.3).sub.3C.sub.6 H.sub.4    H      CH.sub.2 C.sub.6 H.sub.5                             4-CF.sub.3C.sub.6 H.sub.4    H      CH.sub.2 C.sub.6 H.sub.5                             4-NO.sub.2C.sub.6 H.sub.4    H      CH.sub.2 C.sub.6 H.sub.5                             4-CNC.sub.6 H.sub.4    H      CH.sub.2 C.sub.6 H.sub.5                             4-(NHCOCH.sub.3)C.sub.6 H.sub.4    H      CH.sub.2 C.sub.6 H.sub.5                             3,4-(OCH.sub.3).sub.2C.sub.6 H.sub.3    H      CH.sub.2 C.sub.6 H.sub.5                             2,4-Cl.sub.2C.sub.6 H.sub.3    H      CH.sub.2 C.sub.6 H.sub.5                             3-NO.sub.2 -4-CH.sub.3C.sub.6 H.sub.3    H      CH.sub.2 C.sub.6 H.sub.5                             2-Naphthyl    H      CH.sub.2 C.sub.6 H.sub.5                             Thien-2-yl    H      CO.sub.2 C.sub.2 H.sub.5                             C.sub.6 H.sub.5    H      CO.sub.2 C.sub.2 H.sub.5                             4-CH.sub.3 C.sub.6 H.sub.4    H      CO.sub.2 C.sub.2 H.sub.5                             4-FC.sub.6 H.sub.4    H      CO.sub.2 C.sub.2 H.sub.5                             4-ClC.sub.6 H.sub.4    H      CO.sub.2 C.sub.2 H.sub.5                             4-BrC.sub.6 H.sub.4    H      CO.sub.2 C.sub.2 H.sub.5                             4-CH(CH.sub.3).sub.2C.sub.6 H.sub.4    H      CO.sub.2 C.sub.2 H.sub.5                             4-OCH.sub.3C.sub.6 H.sub.4    H      CO.sub.2 C.sub.2 H.sub.5                             4-C(CH.sub.3).sub.3C.sub.6 H.sub.4    H      CO.sub.2 C.sub.2 H.sub.5                             4-CF.sub.3C.sub.6 H.sub.4    H      CO.sub.2 C.sub.2 H.sub.5                             4-NO.sub.2C.sub.6 H.sub.4    H      CO.sub.2 C.sub.2 H.sub.5                             4-CNC.sub.6 H.sub.4    H      CO.sub.2 C.sub.2 H.sub.5                             4-(NHCOCH.sub.3)C.sub.6 H.sub.4    H      CO.sub.2 C.sub.2 H.sub.5                             3,4-(OCH.sub.3).sub.2C.sub.6 H.sub.3    H      CO.sub.2 C.sub.2 H.sub.5                             2,4-Cl.sub.2C.sub.6 H.sub.3    H      CO.sub.2 C.sub.2 H.sub.5                             3-NO.sub.2 -4-CH.sub.3C.sub.6 H.sub.3    H      CO.sub.2 C.sub.2 H.sub.5                             2-Naphthyl    H      CO.sub.2 C.sub.2 H.sub.5                             Thien-2-yl    H      2-CH.sub.3C.sub.6 H.sub.4                             CH.sub.3    H      3-CH.sub.3C.sub.6 H.sub.4                             CH.sub.3    H      4-CH.sub.3C.sub.6 H.sub.4                             CH.sub.3    H      2-FC.sub.6 H.sub.4                             CH.sub.3    H      3-FC.sub.6 H.sub.4                             CH.sub.3    H      4-FC.sub.6 H.sub.4                             CH.sub.3    H      2-ClC.sub.6 H.sub.4                             CH.sub.3    H      3-ClC.sub.6 H.sub.4                             CH.sub.3    H      4-ClC.sub.6 H.sub.4                             CH.sub.3    H      2-BrC.sub.6 H.sub.4                             CH.sub.3    H      3-BrC.sub.6 H.sub.4                             CH.sub.3    H      4-BrC.sub.6 H.sub.4                             CH.sub.3    H      2-OCH.sub.3C.sub.6 H.sub.4                             CH.sub.3    H      3-OCH.sub.3C.sub.6 H.sub.4                             CH.sub.3    H      4-OCH.sub.3C.sub.6 H.sub.4                             CH.sub.3    H      3-C(CH.sub.3).sub.3C.sub.6 H.sub.4                             CH.sub.3    H      4-C(CH.sub.3).sub.3C.sub.6 H.sub.4                             CH.sub.3    H      2-CF.sub.3C.sub.6 H.sub.4                             CH.sub.3    H      3-CF.sub.3C.sub.6 H.sub.4                             CH.sub.3    H      4-CF.sub.3C.sub.6 H.sub.4                             CH.sub.3    H      2-NO.sub.2C.sub.6 H.sub.4                             CH.sub.3    H      3-NO.sub.2C.sub.6 H.sub.4                             CH.sub.3    H      4-NO.sub.2C.sub.6 H.sub.4                             CH.sub.3    H      2-CNC.sub.6 H.sub.4                             CH.sub.3    H      3-CNC.sub.6 H.sub.4                             CH.sub.3    H      4-CNC.sub.6 H.sub.4                             CH.sub.3    H      3,4-(OCH.sub.3).sub.2C.sub.6 H.sub.3                             CH.sub.3    H      2,4-Cl.sub.2C.sub.6 H.sub.3                             CH.sub.3    H      3-NO.sub.2 -4-CH.sub.3C.sub.6 H.sub.3                             CH.sub.3    H      2-Naphthyl        CH.sub.3    H      Thien-2-yl        CH.sub.3    H      Furan-2-yl        CH.sub.3    H      Isoxazol-2-yl     CH.sub.3    H      CH.sub.3          CH.sub.3    H      CH.sub.2 CH.sub.3 CH.sub.3    H      CH(CH.sub.3).sub.2                             CH.sub.3    H      CH.sub.2 CH(CH.sub.3).sub.2                             CH.sub.3    H      C(CH.sub.3).sub.3 CH.sub.3    H      Cyclopropyl       CH.sub.3    H      CH.sub.2 CHCH.sub.2                             CH.sub.3    H      CH.sub.2 C*CH     CH.sub.3  * = triple bond    H      CH.sub.2 CHCHCH.sub.3                             CH.sub.3    H      CH.sub.2 C*CCH.sub.3                             CH.sub.3  * = triple bond    H      CH.sub.2 Cl       CH.sub.3    H      CH.sub.2 CH.sub.2 Cl                             CH.sub.3    H      CH.sub.2 CH.sub.2 CH.sub.2 Cl                             CH.sub.3    H      CH.sub.2 CHCHCl   CH.sub.3    H      CH.sub.2 OH       CH.sub.3    H      CH.sub.2 CH.sub.2 OH                             CH.sub.3    H      CH.sub.2 CH.sub.2 CH.sub.2 OH                             CH.sub.3    H      CH.sub.2 OCH.sub.3                             CH.sub.3    H      CH.sub.2 CH.sub.2 OCH.sub.3                             CH.sub.3    H      CH.sub.2 CH.sub.2 CH.sub.2 OCH.sub.3                             CH.sub.3    H      CH.sub.2 CO.sub.2 CH.sub.2 CH.sub.3                             CH.sub.3    H      CH.sub.2 CH.sub.2 CO.sub.2 CH.sub.2 CH.sub.3                             CH.sub.3    H      CH.sub.2 CH.sub.2 CH.sub.2 CO.sub.2 CH.sub.2 CH.sub.3                             CH.sub.3    H      CH.sub.2 NH.sub.2 CH.sub.3    H      CH.sub.2 CH.sub.2 NH.sub.2                             CH.sub.3    H      CH.sub.2 CH.sub.2 CH.sub.2 NH.sub.2                             CH.sub.3    H      CH.sub.2 N(CH.sub.3).sub.2                             CH.sub.3    H      CH.sub.2 CH.sub.2 N(CH.sub.3).sub.2                             CH.sub.3    H      CH.sub.2 CH.sub.2 CH.sub.2 N(CH.sub.3).sub.2                             CH.sub.3    H      CH.sub.2 NHCOCH.sub.3                             CH.sub.3    H      CH.sub.2 CH.sub.2 NHCOCH.sub.3                             CH.sub.3    H      CH.sub.2 CH.sub.2 CH.sub.2 NHCOCH.sub.3                             CH.sub.3    H      COCH.sub.3        CH.sub.3    H      COCF.sub.3        CH.sub.3    H      COC.sub.6 H.sub.5 CH.sub.3    H      CO-(4-CH.sub.3C.sub.6 H.sub.4)                             CH.sub.3    H      CO.sub.2 C.sub.6 H.sub.5                             CH.sub.3    H      CO.sub.2 CH.sub.2 C.sub.6 H.sub.5                             CH.sub.3    H      F                 CH.sub.3    H      Cl                CH.sub.3    H      Br                CH.sub.3    H      OCH.sub.3         CH.sub.3    H      CF.sub.3          CH.sub.3    H      NO.sub.2          CH.sub.3    H      CN                CH.sub.3    H      SO.sub.2 CH.sub.3 CH.sub.3    H      SO.sub.2 C.sub.6 H.sub.5                             CH.sub.3    H      SO.sub.2 -(4-CH.sub.3C.sub.6 H.sub.4)                             CH.sub.3    H      CH.sub.2 OCH.sub.2 C.sub.6 H.sub.5                             CH.sub.3    H      COCH.sub.2 CH.sub.2 CH.sub.3                             CH.sub.3    H      CO.sub.2 H        CH.sub.3    H      CO.sub.2 CH.sub.3 CH.sub.3    H      CO.sub.2 CH.sub.2 CH.sub.3                             CH.sub.3    H      CONH.sub.2        CH.sub.3    H      CONHCH.sub.3      CH.sub.3    H      CON(CH.sub.3).sub.2                             CH.sub.3    H      CONHC.sub.6 H.sub.5                             CH.sub.3    H      3-Pyridyl         CH.sub.3    H      2-Pyridyl         CH.sub.3    H      4-SCH.sub.3C.sub.6 H.sub.4                             CH.sub.3    H      2-CH.sub.3C.sub.6 H.sub.4                             C.sub.6 H.sub.5    H      3-CH.sub.3C.sub.6 H.sub.4                             C.sub.6 H.sub.5    H      4-CH.sub.3C.sub.6 H.sub.4                             C.sub.6 H.sub.5    H      2-FC.sub.6 H.sub.4                             C.sub.6 H.sub.5    H      3-FC.sub.6 H.sub.4                             C.sub.6 H.sub.5    H      4-FC.sub.6 H.sub.4                             C.sub.6 H.sub.5    H      2-Cl-C.sub.6 H.sub.4                             C.sub.6 H.sub.5    H      3-Cl-C.sub.6 H.sub.4                             C.sub.6 H.sub.5    H      4-Cl-C.sub.6 H.sub.4                             C.sub.6 H.sub.5    H      2-BrC.sub.6 H.sub.4                             C.sub.6 H.sub.5    H      3-BrC.sub.6 H.sub.4                             C.sub.6 H.sub.5    H      4-BrC.sub.6 H.sub.4                             C.sub.6 H.sub.5    H      2-OCH.sub.3C.sub.6 H.sub.4                             C.sub.6 H.sub.5    H      3-OCH.sub.3C.sub.6 H.sub.4                             C.sub.6 H.sub.5    H      4-OCH.sub.3C.sub.6 H.sub.4                             C.sub.6 H.sub.5    H      3-C(CH.sub.3).sub.3C.sub.6 H.sub.4                             C.sub.6 H.sub.5    H      4-C(CH.sub.3).sub.3C.sub.6 H.sub.4                             C.sub.6 H.sub.5    H      2-CF.sub.3C.sub.6 H.sub.4                             C.sub.6 H.sub.5    H      3-CF.sub.3C.sub.6 H.sub.4                             C.sub.6 H.sub.5    H      4-CF.sub.3C.sub.6 H.sub.4                             C.sub.6 H.sub.5    H      2-NO.sub.2C.sub.6 H.sub.4                             C.sub.6 H.sub.5    H      3-NO.sub.2C.sub.6 H.sub.4                             C.sub.6 H.sub.5    H      4-NO.sub.2C.sub.6 H.sub.4                             C.sub.6 H.sub.5    H      2-CNC.sub.6 H.sub.4                             C.sub.6 H.sub.5    H      3-CNC.sub.6 H.sub.4                             C.sub.6 H.sub.5    H      4-CNC.sub.6 H.sub.4                             C.sub.6 H.sub.5    H      3,4-(OCH.sub.3).sub.2C.sub.6 H.sub.3                             C.sub.6 H.sub.5    H      2,4-Cl.sub.2C.sub.6 H.sub.3                             C.sub.6 H.sub.5    H      3-NO.sub.2 -4-CH.sub.3C.sub.6 H.sub.3                             C.sub.6 H.sub.5    H      2-Naphthyl        C.sub.6 H.sub.5    H      Thien-2-yl        C.sub.6 H.sub.5    H      Furan-2-yl        C.sub.6 H.sub.5    H      Isoxazol-2-yl     C.sub.6 H.sub.5    H      CH.sub.3          C.sub.6 H.sub.5    H      CH.sub.2 CH.sub.3 C.sub.6 H.sub.5    H      CH(CH.sub.3).sub.2                             C.sub.6 H.sub.5    H      CH.sub.2 CH(CH.sub.3).sub.2                             C.sub.6 H.sub.5    H      C(CH.sub.3).sub.3 C.sub.6 H.sub.5    H      Cyclopropyl       C.sub.6 H.sub.5    H      CH.sub.2 CHCH.sub.2                             C.sub.6 H.sub.5    H      CH.sub.2 C*CH     C.sub.6 H.sub.5  * = triple bond    H      CH.sub.2 CHCHCH.sub.3                             C.sub.6 H.sub.5    H      CH.sub.2 C*CCH.sub.3                             C.sub.6 H.sub.5  * = triple bond    H      CH.sub.2 Cl       C.sub.6 H.sub.5    H      CH.sub.2 CH.sub.2 Cl                             C.sub.6 H.sub.5    H      CH.sub.2 CH.sub.2 CH.sub.2 Cl                             C.sub.6 H.sub.5    H      CH.sub.2 CHCHCl   C.sub.6 H.sub.5    H      CH.sub.2 OH       C.sub.6 H.sub.5    H      CH.sub.2 CH.sub.2 OH                             C.sub.6 H.sub.5    H      CH.sub.2 CH.sub.2 CH.sub.2 OH                             C.sub.6 H.sub.5    H      CH.sub.2 OCH.sub.3                             C.sub.6 H.sub.5    H      CH.sub.2 CH.sub.2 OCH.sub.3                             C.sub.6 H.sub.5    H      CH.sub.2 CH.sub.2 CH.sub.2 OCH.sub.3                             C.sub.6 H.sub.5    H      CH.sub.2 CO.sub.2 CH.sub.2 CH.sub.3                             C.sub.6 H.sub.5    H      CH.sub.2 CH.sub.2 CO.sub.2 CH.sub.2 CH.sub.3                             C.sub.6 H.sub.5    H      CH.sub.2 CH.sub.2 CH.sub.2 CO.sub.2 CH.sub.2 CH.sub.3                             C.sub.6 H.sub.5    H      CH.sub.2 NH.sub.2 C.sub.6 H.sub.5    H      CH.sub.2 CH.sub.2 NH.sub.2                             C.sub.6 H.sub.5    H      CH.sub.2 CH.sub.2 CH.sub.2 NH.sub.2                             C.sub.6 H.sub.5    H      CH.sub.2 N(CH.sub.3).sub.2                             C.sub.6 H.sub.5    H      CH.sub.2 CH.sub.2 N(CH.sub.3).sub.2                             C.sub.6 H.sub.5    H      CH.sub.2 CH.sub.2 CH.sub.2 N(CH.sub.3).sub.2                             C.sub.6 H.sub.5    H      CH.sub.2 NHCOCH.sub.3                             C.sub.6 H.sub.5    H      CH.sub.2 CH.sub.2 NHCOCH.sub.3                             C.sub.6 H.sub.5    H      CH.sub.2 CH.sub.2 CH.sub.2 NHCOCH.sub.3                             C.sub.6 H.sub.5    H      COCH.sub.3        C.sub.6 H.sub.5    H      COCF.sub.3        C.sub.6 H.sub.5    H      COC.sub.6 H.sub.5 C.sub.6 H.sub.5    H      CO-(4-CH.sub.3C.sub.6 H.sub.4)                             C.sub.6 H.sub.5    H      CO.sub.2 C.sub.6 H.sub.5                             C.sub.6 H.sub.5    H      CO.sub.2 CH.sub.2 C.sub.6 H.sub.5                             C.sub.6 H.sub.5    H      F                 C.sub.6 H.sub.5    H      Cl                C.sub.6 H.sub.5    H      Br                C.sub.6 H.sub.5    H      OCH.sub.3         C.sub.6 H.sub.5    H      CF.sub.3          C.sub.6 H.sub.5    H      NO.sub.2          C.sub.6 H.sub.5    H      CN                C.sub.6 H.sub.5    H      SO.sub.2 CH.sub.3 C.sub.6 H.sub.5    H      SO.sub.2 C.sub.6 H.sub.5                             C.sub.6 H.sub.5    H      SO.sub.2 -(4-CH.sub.3C.sub.6 H.sub.4)                             C.sub.6 H.sub.5    H      CH.sub.2 OCH.sub.2 C.sub.6 H.sub.5                             C.sub.6 H.sub.5    H      COCH.sub.2 CH.sub.2 CH.sub.3                             C.sub.6 H.sub.5    H      CO.sub.2 H        C.sub.6 H.sub.5    H      CO.sub.2 CH.sub.3 C.sub.6 H.sub.5    H      CO.sub.2 CH.sub.2 CH.sub.3                             C.sub.6 H.sub.5    H      CONH.sub.2        C.sub.6 H.sub.5    H      CONHCH.sub.3      C.sub.6 H.sub.5    H      CON(CH.sub.3).sub.2                             C.sub.6 H.sub.5    H      CONHC.sub.6 H.sub.5                             C.sub.6 H.sub.5    H      3-Pyridyl         C.sub.6 H.sub.5    H      2-Pyridyl         C.sub.6 H.sub.5    H      4-SCH.sub.3C.sub.6 H.sub.4                             C.sub.6 H.sub.5    H      C.sub.6 H.sub.5   OH    H      2-CH.sub.3C.sub.6 H.sub.4                             OH    H      3-CH.sub.3C.sub.6 H.sub.4                             OH    H      4-CH.sub.3C.sub.6 H.sub.4                             OH    H      2-FC.sub.6 H.sub.4                             OH    H      3-FC.sub.6 H.sub.4                             OH    H      4-FC.sub.6 H.sub.4                             OH    H      2-Cl-C.sub.6 H.sub.4                             OH    H      3-Cl-C.sub.6 H.sub.4                             OH    H      4-Cl-C.sub.6 H.sub.4                             OH    H      2-BrC.sub.6 H.sub.4                             OH    H      3-BrC.sub.6 H.sub.4                             OH    H      4-BrC.sub.6 H.sub.4                             OH    H      2-OCH.sub.3C.sub.6 H.sub.4                             OH    H      3-OCH.sub.3C.sub.6 H.sub.4                             OH    H      4-OCH.sub.3C.sub.6 H.sub.4                             OH    H      3-C(CH.sub.3).sub.3C.sub.6 H.sub.4                             OH    H      4-C(CH.sub.3).sub.3C.sub.6 H.sub.4                             OH    H      2-CF.sub.3C.sub.6 H.sub.4                             OH    H      3-CF.sub.3C.sub.6 H.sub.4                             OH    H      4-CF.sub.3C.sub.6 H.sub.4                             OH    H      2-NO.sub.2C.sub.6 H.sub.4                             OH    H      3-NO.sub.2C.sub.6 H.sub.4                             OH    H      4-NO.sub.2C.sub.6 H.sub.4                             OH    H      2-CNC.sub.6 H.sub.4                             OH    H      3-CNC.sub.6 H.sub.4                             OH    H      4-CNC.sub.6 H.sub.4                             OH    H      3,4-(OCH.sub.3).sub.2C.sub.6 H.sub.3                             OH    H      2,4-Cl.sub.2C.sub.6 H.sub.3                             OH    H      3-NO.sub.2 -4-CH.sub.3C.sub.6 H.sub.3                             OH    H      2-Naphthyl        OH    H      Thien-2-yl        OH    H      Furan-2-yl        OH    H      Isoxazol-2-yl     OH    H      CH.sub.3          OH    H      CH.sub.2 CH.sub.3 OH    H      CH(CH.sub.3).sub.2                             OH    H      CH.sub.2 CH(CH.sub.3).sub.2                             OH    H      C(CH.sub.3).sub.3 OH    H      Cyclopropyl       OH    H      CH.sub.2 CHCH.sub.2                             OH    H      CH.sub.2 C*CH     OH  * = triple bond    H      CH.sub.2 CHCHCH.sub.3                             OH    H      CH.sub.2 C*CCH.sub.3                             OH  * = triple bond    H      CH.sub.2 Cl       OH    H      CH.sub.2 CH.sub.2 Cl                             OH    H      CH.sub.2 CH.sub.2 CH.sub.2 Cl                             OH    H      CH.sub.2 CHCHCl   OH    H      CH.sub.2 OH       OH    H      CH.sub.2 CH.sub.2 OH                             OH    H      CH.sub.2 CH.sub.2 CH.sub.2 OH                             OH    H      CH.sub.2 OCH.sub.3                             OH    H      CH.sub.2 CH.sub.2 OCH.sub.3                             OH    H      CH.sub.2 CH.sub.2 CH.sub.2 OCH.sub.3                             OH    H      CH.sub.2 CO.sub.2 CH.sub.2 CH.sub.3                             OH    H      CH.sub.2 CH.sub.2 CO.sub.2 CH.sub.2 CH.sub.3                             OH    H      CH.sub.2 CH.sub.2 CH.sub.2 CO.sub.2 CH.sub.2 CH.sub.3                             OH    H      CH.sub.2 NH.sub.2 OH    H      CH.sub.2 CH.sub.2 NH.sub.2                             OH    H      CH.sub.2 CH.sub.2 CH.sub.2 NH.sub.2                             OH    H      CH.sub.2 N(CH.sub.3).sub.2                             OH    H      CH.sub.2 CH.sub.2 N(CH.sub.3).sub.2                             OH    H      CH.sub.2 CH.sub.2 CH.sub.2 N(CH.sub.3).sub.2                             OH    H      CH.sub.2 NHCOCH.sub.3                             OH    H      CH.sub.2 CH.sub.2 NHCOCH.sub.3                             OH    H      CH.sub.2 CH.sub.2 CH.sub.2 NHCOCH.sub.3                             OH    H      COCH.sub.3        OH    H      COCF.sub.3        OH    H      COC.sub.6 H.sub.5 OH    H      CO-(4-CH.sub.3C.sub.6 H.sub.4)                             OH    H      CO.sub.2 C.sub.6 H.sub.5                             OH    H      CO.sub.2 CH.sub.2 C.sub.6 H.sub.5                             OH    H      F                 OH    H      Cl                OH    H      Br                OH    H      OCH.sub.3         OH    H      CF.sub.3          OH    H      NO.sub.2          OH    H      CN                OH    H      SO.sub.2 CH.sub.3 OH    H      SO.sub.2 C.sub.6 H.sub.5                             OH    H      SO.sub.2 -(4-CH.sub.3C.sub.6 H.sub.4)                             OH    H      CH.sub.2 OCH.sub.2 C.sub.6 H.sub.5                             OH    H      COCH.sub.2 CH.sub.2 CH.sub.3                             OH    H      CO.sub.2 H        OH    H      CO.sub.2 CH.sub.3 OH    H      CO.sub.2 CH.sub.2 CH.sub.3                             OH    H      CONH.sub.2        OH    H      CONHCH.sub.3      OH    H      CON(CH.sub.3).sub.2                             OH    H      CONHC.sub.6 H.sub.5                             OH    H      3-Pyridyl         OH    H      2-Pyridyl         OH    H      4-SCH.sub.3C.sub.6 H.sub.4                             OH    H      C.sub.6 H.sub.5   NH.sub.2    H      2-CH.sub.3C.sub.6 H.sub.4                             NH.sub.2    H      3-CH.sub.3C.sub.6 H.sub.4                             NH.sub.2    H      4-CH.sub.3C.sub.6 H.sub.4                             NH.sub.2    H      2-FC.sub.6 H.sub.4                             NH.sub.2    H      3-FC.sub.6 H.sub.4                             NH.sub.2    H      4-FC.sub.6 H.sub.4                             NH.sub.2    H      2-Cl-C.sub.6 H.sub.4                             NH.sub.2    H      3-Cl-C.sub.6 H.sub.4                             NH.sub.2    H      4-Cl-C.sub.6 H.sub.4                             NH.sub.2    H      2-BrC.sub.6 H.sub.4                             NH.sub.2    H      3-BrC.sub.6 H.sub.4                             NH.sub.2    H      4-BrC.sub.6 H.sub.4                             NH.sub.2    H      2-OCH.sub.3C.sub.6 H.sub.4                             NH.sub.2    H      3-OCH.sub.3C.sub.6 H.sub.4                             NH.sub.2    H      4-OCH.sub.3C.sub.6 H.sub.4                             NH.sub.2    H      3-C(CH.sub.3).sub.3C.sub.6 H.sub.4                             NH.sub.2    H      4-C(CH.sub.3).sub.3C.sub.6 H.sub.4                             NH.sub.2    H      2-CF.sub.3C.sub.6 H.sub.4                             NH.sub.2    H      3-CF.sub.3C.sub.6 H.sub.4                             NH.sub.2    H      4-CF.sub.3C.sub.6 H.sub.4                             NH.sub.2    H      2-NO.sub.2C.sub.6 H.sub.4                             NH.sub.2    H      3-NO.sub.2C.sub.6 H.sub.4                             NH.sub.2    H      4-NO.sub.2C.sub.6 H.sub.4                             NH.sub.2    H      2-CNC.sub.6 H.sub.4                             NH.sub.2    H      3-CNC.sub.6 H.sub.4                             NH.sub.2    H      4-CNC.sub.6 H.sub.4                             NH.sub.2    H      2,4-(OCH.sub.3).sub.2C.sub.6 H.sub.3                             NH.sub.2    H      2,4-Cl.sub.2C.sub.6 H.sub.3                             NH.sub.2    H      3-NO.sub.2 -4-CH.sub.3C.sub.6 H.sub.3                             NH.sub.2    H      2-Naphthyl        NH.sub.2    H      Thien-2-yl        NH.sub.2    H      Furan-2-yl        NH.sub.2    H      Isoxazol-2-yl     NH.sub.2    H      CH.sub.3          NH.sub.2    H      CH.sub.2 CH.sub.3 NH.sub.2    H      CH(CH.sub.3).sub.2                             NH.sub.2    H      CH.sub.2 CH(CH.sub.3).sub.2                             NH.sub.2    H      C(CH.sub.3).sub.3 NH.sub.2    H      Cyclopropyl       NH.sub.2    H      CH.sub.2 CHCH.sub.2                             NH.sub.2    H      CH.sub.2 C*CH     NH.sub.2  * = triple bond    H      CH.sub.2 CHCHCH.sub.3                             NH.sub.2    H      CH.sub.2 C*CCH.sub.3                             NH.sub.2  * = triple bond    H      CH.sub.2 Cl       NH.sub.2    H      CH.sub.2 CH.sub.2 Cl                             NH.sub.2    H      CH.sub.2 CH.sub.2 CH.sub.2 Cl                             NH.sub.2    H      CH.sub.2 CHCHCl   NH.sub.2    H      CH.sub.2 OH       NH.sub.2    H      CH.sub.2 CH.sub.2 OH                             NH.sub.2    H      CH.sub.2 CH.sub.2 CH.sub.2 OH                             NH.sub.2    H      CH.sub.2 OCH.sub.3                             NH.sub.2    H      CH.sub.2 CH.sub.2 OCH.sub.3                             NH.sub.2    H      CH.sub.2 CH.sub.2 CH.sub.2 OCH.sub.3                             NH.sub.2    H      CH.sub.2 CO.sub.2 CH.sub.2 CH.sub.3                             NH.sub.2    H      CH.sub.2 CH.sub.2 CO.sub.2 CH.sub.2 CH.sub.3                             NH.sub.2    H      CH.sub.2 CH.sub.2 CH.sub.2 CO.sub.2 CH.sub.2 CH.sub.3                             NH.sub.2    H      CH.sub.2 NH.sub.2 NH.sub.2    H      CH.sub.2 CH.sub.2 NH.sub.2                             NH.sub.2    H      CH.sub.2 CH.sub.2 CH.sub.2 NH.sub.2                             NH.sub.2    H      CH.sub.2 N(CH.sub.3).sub.2                             NH.sub.2    H      CH.sub.2 CH.sub.2 N(CH.sub.3).sub.2                             NH.sub.2    H      CH.sub.2 CH.sub.2 CH.sub.2 N(CH.sub.3).sub.2                             NH.sub.2    H      CH.sub.2 NHCOCH.sub.3                             NH.sub.2    H      CH.sub.2 CH.sub.2 NHCOCH.sub.3                             NH.sub.2    H      CH.sub.2 CH.sub.2 CH.sub.2 NHCOCH.sub.3                             NH.sub.2    H      COCH.sub.3        NH.sub.2    H      COCF.sub.3        NH.sub.2    H      COC.sub.6 H.sub.5 NH.sub.2    H      CO-(4-CH.sub.3C.sub.6 H.sub.4)                             NH.sub.2    H      CO.sub.2 C.sub.6 H.sub.5                             NH.sub.2    H      CO.sub.2 CH.sub.2 C.sub.6 H.sub.5                             NH.sub.2    H      F                 NH.sub.2    H      Cl                NH.sub.2    H      Br                NH.sub.2    H      OCH.sub.3         NH.sub.2    H      CF.sub.3          NH.sub.2    H      NO.sub.2          NH.sub.2    H      CN                NH.sub.2    H      SO.sub.2 CH.sub.3 NH.sub.2    H      SO.sub.2 C.sub.6 H.sub.5                             NH.sub.2    H      SO.sub.2 -(4-CH.sub.3C.sub.6 H.sub.4)                             NH.sub.2    H      CH.sub.2 OCH.sub.2 C.sub.6 H.sub.5                             NH.sub.2    H      COCH.sub.2 CH.sub.2 CH.sub.3                             NH.sub.2    H      CO.sub.2 H        NH.sub.2    H      CO.sub.2 CH.sub.3 NH.sub.2    H      CO.sub.2 CH.sub.2 CH.sub.3                             NH.sub.2    H      CONH.sub.2        NH.sub.2    H      CONHCH.sub.3      NH.sub.2    H      CON(CH.sub.3).sub.2                             NH.sub.2    H      CONHC.sub.6 H.sub.5                             NH.sub.2    H      3-Pyridyl         NH.sub.2    H      2-Pyridyl         NH.sub.2    H      4-SCH.sub.3C.sub.6 H.sub.4                             NH.sub.2    H      2,6-Cl.sub.2C.sub.6 H.sub.3                             NH.sub.2    H      2,6-OCH.sub.3C.sub.6 H.sub.3                             NH.sub.2    H      2,4-CH.sub.3C.sub.6 H.sub.3                             NH.sub.2    H      2-CO.sub.2 CH.sub.3C.sub.6 H.sub.4                             NH.sub.2    H      3-CF.sub.3C.sub.6 H.sub.4                             NH.sub.2    H      4-OHC.sub.6 H.sub.4                             NH.sub.2    H      3-Cl-4-OCH.sub.3C.sub.6 H.sub.3                             NH.sub.2    H      C.sub.6 H.sub.5   NHCHO    H      C.sub.6 H.sub.5   NHCOCH.sub.3    H      C.sub.6 H.sub.5   NHCOCH.sub.2 CH.sub.3    H      C.sub.6 H.sub.5   NHCOCH(CH.sub.3).sub.2    H      C.sub.6 H.sub.5   NHCO-Cyclopropyl    H      C.sub.6 H.sub.5   NHCOCH.sub.2 C.sub.6 H.sub.5    H      C.sub.6 H.sub.5   NHCOC.sub.6 H.sub.5    H      C.sub.6 H.sub.5   NHCO.sub.2 CH.sub.3    H      C.sub.6 H.sub.5   NHCO.sub.2 CH.sub.2 CH.sub.3    H      C.sub.6 H.sub.5   NHCO.sub.2 CH(CH.sub.3).sub.2    H      C.sub.6 H.sub.5   NHCO.sub.2 -Cyclopropyl    H      C.sub.6 H.sub.5   NHCO.sub.2 CH.sub.2 C.sub.6 H.sub.5    H      C.sub.6 H.sub.5   NHCO.sub.2 C.sub.6 H.sub.5    H      C.sub.6 H.sub.5   NHCONH.sub.2    H      C.sub.6 H.sub.5   NHCONHCH.sub.3    H      C.sub.6 H.sub.5   NHCON(CH.sub.3).sub.2    H      C.sub.6 H.sub.5   NHCONHCH.sub.2 CH.sub.3    H      C.sub.6 H.sub.5   NHCONHCH(CH.sub.3).sub.2    H      C.sub.6 H.sub.5   NHCONH-Cyclopropyl    H      C.sub.6 H.sub.5   NHCONHCH.sub.2 C.sub.6 H.sub.5    H      C.sub.6 H.sub.5   NHCONHC.sub.6 H.sub.5    H      C.sub.6 H.sub.5   OCOCH.sub.3    H      C.sub.6 H.sub.5   OCOCH.sub.2 CH.sub.3    H      C.sub.6 H.sub.5   OCOCH(CH.sub.3).sub.2    H      C.sub.6 H.sub.5   OCO-Cyclopropyl    H      C.sub.6 H.sub.5   OCOCH.sub.2 C.sub.6 H.sub.5    H      C.sub.6 H.sub.5   OCOC.sub.6 H.sub.5    H      C.sub.6 H.sub.5   OCH.sub.2 C.sub.6 H.sub.5    H      C.sub.6 H.sub.5   CO.sub.2 CH.sub.3    H      C.sub.6 H.sub.5   CO.sub.2 CH.sub.2 CH.sub.3    H      C.sub.6 H.sub.5   CO.sub.2 CH(CH.sub.3).sub.2    H      C.sub.6 H.sub.5   CO.sub.2 -Cyclopropyl    H      C.sub.6 H.sub.5   CO.sub.2 CH.sub.2 C.sub.6 H.sub.5    H      C.sub.6 H.sub.5   CO.sub.2 C.sub.6 H.sub.5    H      C.sub.6 H.sub.5   SO.sub.2 CH.sub.3    H      C.sub.6 H.sub.5   SO.sub.2 CF.sub.3    H      C.sub.6 H.sub.5   SO.sub.2 CH.sub.2 C.sub.6 H.sub.5    H      C.sub.6 H.sub.5   SO.sub.2 C.sub.6 H.sub.5    H      C.sub.6 H.sub.5   NHSO.sub.2 CH.sub.3    H      C.sub.6 H.sub.5   NHSO.sub.2 CF.sub.3    H      C.sub.6 H.sub.5   NHSO.sub.2 CH.sub.2 C.sub.6 H.sub.5    H      C.sub.6 H.sub.5   NHSO.sub.2 C.sub.6 H.sub.5    H      CN                NHCHO    H      CN                NHCOCH.sub.3    H      CN                NHCOCH.sub.2 CH.sub.3    H      CN                NHCOCH(CH.sub.3).sub.2    H      CN                NHCO-Cyclopropyl    H      CN                NHCOCH.sub.2 C.sub.6 H.sub.5    H      CN                NHCOC.sub.6 H.sub.5    H      CN                NHCO.sub.2 CH.sub.3    H      CN                NHCO.sub.2 CH.sub.2 CH.sub.3    H      CN                NHCO.sub.2 CH(CH.sub.3).sub.2    H      CN                NHCO.sub.2 -Cyclopropyl    H      CN                NHCO.sub.2 CH.sub.2 C.sub.6 H.sub.5    H      CN                NHCO.sub.2 H.sub.5    H      CN                NHCONH.sub.2    H      CN                NHCONHCH.sub.3    H      CN                NHCON(CH.sub.3).sub.2    H      CN                NHCONHCH.sub.2 CH.sub.3    H      CN                NHCONHCH(CH.sub.3).sub.2    H      CN                NHCONH-Cyclopropyl    H      CN                NHCONHCH.sub.2 C.sub.6 H.sub.5    H      CN                NHCONHC.sub.6 H.sub.5    H      CN                OCOCH.sub.3    H      CN                OCOCH.sub.2 CH.sub.3    H      CN                OCOCH(CH.sub.3).sub.2    H      CN                OCO-Cyclopropyl    H      CN                OCOCH.sub.2 C.sub.6 H.sub.5    H      CN                OCOC.sub.6 H.sub.5    H      CN                OCH.sub.2 C.sub.6 H.sub.5    H      CN                CO.sub.2 CH.sub.3    H      CN                CO.sub.2 CH.sub.2 CH.sub.3    H      CN                CO.sub.2 CH(CH.sub.3).sub.2    H      CN                CO.sub.2 -Cyclopropyl    H      CN                CO.sub.2 CH.sub.2 C.sub.6 H.sub.5    H      CN                CO.sub.2 C.sub.6 H.sub.5    H      CN                SO.sub.2 CH.sub.3    H      CN                SO.sub.2 CF.sub.3    H      CN                SO.sub.2 CH.sub.2 C.sub.6 H.sub.5    H      CN                SO.sub.2 C.sub.6 H.sub.5    H      CN                NHSO.sub.2 CH.sub.3    H      CN                NHSO.sub.2 CF.sub.3    H      CN                NHSO.sub.2 CH.sub.2 C.sub.6 H.sub.5    H      CN                NHSO.sub.2 C.sub.6 H.sub.5    H      2,6-Cl.sub.2C.sub.6 H.sub.3                             NHCHO    H      2,6-Cl.sub.2C.sub.6 H.sub.3                             NHCOCH.sub.3    H      2,6-Cl.sub.2C.sub.6 H.sub.3                             NHCOCH.sub.2 CH.sub.3    H      2,6-Cl.sub.2C.sub.6 H.sub.3                             NHCOCH(CH.sub.3).sub.2    H      2,6-Cl.sub.2C.sub.6 H.sub.3                             NHCO-Cyclopropyl    H      2,6-Cl.sub.2C.sub.6 H.sub.3                             NHCOCH.sub.2 C.sub.6 H.sub.5    H      2,6-Cl.sub.2C.sub.6 H.sub.3                             NHCOC.sub.6 H.sub.5    H      2,6-Cl.sub.2C.sub.6 H.sub.3                             NHCO.sub.2 CH.sub.3    H      2,6-Cl.sub.2C.sub.6 H.sub.3                             NHCO.sub.2 CH.sub.2 CH.sub.3    H      2,6-Cl.sub.2C.sub.6 H.sub.3                             NHCO.sub.2 CH(CH.sub.3).sub.2    H      2,6-Cl.sub.2C.sub.6 H.sub.3                             NHCO.sub.2 -Cyclopropyl    H      2,6-Cl.sub.2C.sub.6 H.sub.3                             NHCO.sub.2 CH.sub.2 C.sub.6 H.sub.5    H      2,6-Cl.sub.2C.sub.6 H.sub.3                             NHCO.sub.2 C.sub.6 H.sub.5    H      2,6-Cl.sub.2C.sub.6 H.sub.3                             NHCONH.sub.2    H      2,6-Cl.sub.2C.sub.6 H.sub.3                             NHCONHCH.sub.3    H      2,6-Cl.sub.2C.sub.6 H.sub.3                             NHCON(CH.sub.3).sub.2    H      2,6-Cl.sub.2C.sub.6 H.sub.3                             NHCONHCH.sub.2 CH.sub.3    H      2,6-Cl.sub.2C.sub.6 H.sub.3                             NHCONHCH(CH.sub.3).sub.2    H      2,6-Cl.sub.2C.sub.6 H.sub.3                             NHCONH-Cyclopropyl    H      2,6-Cl.sub.2C.sub.6 H.sub.3                             NHCONHCH.sub.2 C.sub.6 H.sub.5    H      2,6-Cl.sub.2C.sub.6 H.sub.3                             NHCONHC.sub.6 H.sub.5    H      2,6-Cl.sub.2C.sub.6 H.sub.3                             OCOCH.sub.3    H      2,6-Cl.sub.2C.sub.6 H.sub.3                             OCOCH.sub.2 CH.sub.3    H      2,6-Cl.sub.2C.sub.6 H.sub.3                             OCOCH(CH.sub.3).sub.2    H      2,6-Cl.sub.2C.sub.6 H.sub.3                             OCO-Cyclopropyl    H      2,6-Cl.sub.2C.sub.6 H.sub.3                             OCOCH.sub.2 C.sub.6 H.sub.5    H      2,6-Cl.sub.2C.sub.6 H.sub.3                             OCOC.sub.6 H.sub.5    H      2,6-Cl.sub.2C.sub.6 H.sub.3                             CO.sub.2 CH.sub.3    H      2,6-Cl.sub.2C.sub.6 H.sub.3                             CO.sub.2 CH.sub.2 CH.sub.3    H      2,6-Cl.sub.2C.sub.6 H.sub.3                             CO.sub.2 CH(CH.sub.3).sub.2    H      2,6-Cl.sub.2C.sub.6 H.sub.3                             CO.sub.2 -Cyclopropyl    H      2,6-Cl.sub.2C.sub.6 H.sub.3                             CO.sub.2 CH.sub.2 C.sub.6 H.sub.5    H      2,6-Cl.sub.2C.sub.6 H.sub.3                             CO.sub.2 C.sub.6 H.sub.5    H      2,6-Cl.sub.2C.sub.6 H.sub.3                             SO.sub.2 CH.sub.3    H      2,6-Cl.sub.2C.sub.6 H.sub.3                             SO.sub.2 CF.sub.3    H      2,6-Cl.sub.2C.sub.6 H.sub.3                             SO.sub.2 CH.sub.2 C.sub.6 H.sub.5    H      2,6-Cl.sub.2C.sub.6 H.sub.3                             SO.sub.2 C.sub.6 H.sub.5    H      2,6-Cl.sub.2C.sub.6 H.sub.3                             NHSO.sub.2 CH.sub.3    H      2,6-Cl.sub.2C.sub.6 H.sub.3                             NHSO.sub.2 CF.sub.3    H      2,6-Cl.sub.2C.sub.6 H.sub.3                             NHSO.sub.2 CH.sub.2 C.sub.6 H.sub.5    H      2,6-Cl.sub.2C.sub.6 H.sub.3                             NHSO.sub.2 C.sub.6 H.sub.5    ______________________________________

                  TABLE B    ______________________________________     ##STR18##     ##STR19##     ##STR20##     ##STR21##     ##STR22##     ##STR23##     ##STR24##    R.sup.3   R.sup.4     R.sup.13    ______________________________________    H         H           C.sub.6 H.sub.5    H         H           2-CH.sub.3C.sub.6 H.sub.4    H         H           3-CH.sub.3C.sub.6 H.sub.4    H         H           4-CH.sub.3C.sub.6 H.sub.4    H         H           2-FC.sub.6 H.sub.4    H         H           3-FC.sub.6 H.sub.4    H         H           4-FC.sub.6 H.sub.4    H         H           2-ClC.sub.6 H.sub.4    H         H           3-ClC.sub.6 H.sub.4    H         H           4-ClC.sub.6 H.sub.4    H         H           2-BrC.sub.6 H.sub.4    H         H           3-BrC.sub.6 H.sub.4    H         H           4-BrC.sub.6 H.sub.4    H         H           2-OHC.sub.6 H.sub.4    H         H           3-OHC.sub.6 H.sub.4    H         H           4-OHC.sub.6 H.sub.4    H         H           2-OCH.sub.3C.sub.6 H.sub.4    H         H           3-OCH.sub.3C.sub.6 H.sub.4    H         H           4-OCH.sub.3C.sub.6 H.sub.4    H         H           4-C.sub.6 H.sub.5C.sub.6 H.sub.4    H         H           3-C(CH.sub.3).sub.3C.sub.6 H.sub.4    H         H           4-C(CH.sub.3).sub.3C.sub.6 H.sub.4    H         H           2-CF.sub.3C.sub.6 H.sub.4    H         H           3-CF.sub.3C.sub.6 H.sub.4    H         H           4-CF.sub.3C.sub.6 H.sub.4    H         H           2-NO.sub.2C.sub.6 H.sub.4    H         H           3-NO.sub.2C.sub.6 H.sub.4    H         H           4-NO.sub.2C.sub.6 H.sub.4    H         H           2-CNC.sub.6 H.sub.4    H         H           3-CNC.sub.6 H.sub.4    H         H           4-CNC.sub.6 H.sub.4    H         H           2-(CO.sub.2 C.sub.2 H.sub.5)C.sub.6 H.sub.4    H         H           3-(CO.sub.2 C.sub.2 H.sub.5)C.sub.6 H.sub.4    H         H           4-(CO.sub.2 C.sub.2 H.sub.5)C.sub.6 H.sub.4    H         H           2-(CO.sub.2 CH.sub.3)C.sub.6 H.sub.4    H         H           3-(CO.sub.2 CH.sub.3)C.sub.6 H.sub.4    H         H           4-(CO.sub.2 CH.sub.3)C.sub.6 H.sub.4    H         H           2-CONH.sub.2C.sub.6 H.sub.4    H         H           3-CONH.sub.2C.sub.6 H.sub.4    H         H           4-CONH.sub.2C.sub.6 H.sub.4    H         H           2-NH.sub.2C.sub.6 H.sub.4    H         H           3-NH.sub.2C.sub.6 H.sub.4    H         H           4-NH.sub.2C.sub.6 H.sub.4    H         H           2-SCH.sub.3C.sub.6 H.sub.4    H         H           3-SCH.sub.3C.sub.6 H.sub.4    H         H           4-SCH.sub.3C.sub.6 H.sub.4    H         H           2,4-(CH.sub.3).sub.2C.sub.6 H.sub.3    H         H           3,4-(CH.sub.3).sub.2C.sub.6 H.sub.3    H         H           2,6-(CH.sub.3).sub.2C.sub.6 H.sub.3    H         H           2,4-(OCH.sub.3).sub.2C.sub.6 H.sub.3    H         H           3,4-(OCH.sub.3).sub.2C.sub.6 H.sub.3    H         H           2,6-(OCH.sub.3).sub.2C.sub.6 H.sub.3    H         H           2,4-F.sub.2C.sub.6 H.sub.3    H         H           3,4-F.sub.2C.sub.6 H.sub.3    H         H           2,6-F.sub.2C.sub.6 H.sub.3    H         H           2,4-Cl.sub.2C.sub.6 H.sub.3    H         H           3,4-Cl.sub.2C.sub.6 H.sub.3    H         H           2,6-Cl.sub.2C.sub.6 H.sub.3    H         H           2,4-(OH).sub.2C.sub.6 H.sub.3    H         H           3,4-(OH).sub.2C.sub.6 H.sub.3    H         H           2,6-(OH).sub.2C.sub.6 H.sub.3    H         H           2-Cl-6-CH.sub.3C.sub.6 H.sub.3    H         H           2-CO.sub.2 CH.sub.3 -6-CH.sub.3C.sub.6 H.sub.3    H         H           3-NO.sub.2 -4-CH.sub.3C.sub.6 H.sub.3    H         H           3-NO.sub.2 -4-FC.sub.6 H.sub.3    H         H           3-NO.sub.2 -4-ClC.sub.6 H.sub.3    H         H           3-NO.sub.2 -4-OCH.sub.3C.sub.6 H.sub.3    H         H           2-Naphthyl    H         H           Thien-2-yl    H         H           Thien-3-yl    H         H           5-CH.sub.3 -thien-2-yl    H         H           5-Cl-thien-2-yl    H         H           5-Br-thien-2-yl    H         H           2,5-(CH.sub.3).sub.2 -thien-3-yl    H         H           Thiazol-2-yl    H         H           Thiazol-4-yl    H         H           5-CH.sub.3 -thiazol-2-yl    H         H           5-Cl-thiazol-2-yl    H         H           5-Br-thiazol-2-yl    H         H           2,5-(CH.sub.3).sub.2 -thiazol-4-yl    H         H           Furan-2-yl    H         H           Furan-3-yl    H         H           5-CH.sub.3 -furan-2-yl    H         H           5-Cl-furan-2-yl    H         H           Pyrrol-2-yl    H         H           Pyrrol-3-yl    H         H           5-CH.sub.3 -pyrrol-2-yl    H         H           5-Br-pyrrol-2-yl    H         H           Oxazol-4-yl    H         H           Imidazol-2-yl    H         H           Pyridin-2-yl    H         H           Pyridin-3-yl    H         H           Pyridin-4-yl    H         H           Pyrazin-3-yl    H         H           Pyrazin-4-yl    H         H           Pyrrol-2-yl    H         H           Pyrimidin-2-yl    H         H           Pyrimidin-4-yl    H         H           Pyrimidin-5-yl    H         CN          C.sub.6 H.sub.5    H         CN          2-CH.sub.3C.sub.6 H.sub.4    H         CN          3-CH.sub.3C.sub.6 H.sub.4    H         CN          4-CH.sub.3C.sub.6 H.sub.4    H         CN          2-FC.sub.6 H.sub.4    H         CN          3-FC.sub.6 H.sub.4    H         CN          4-FC.sub.6 H.sub.4    H         CN          2-ClC.sub.6 H.sub.4    H         CN          3-ClC.sub.6 H.sub.4    H         CN          4-ClC.sub.6 H.sub.4    H         CN          2-BrC.sub.6 H.sub.4    H         CN          3-BrC.sub.6 H.sub.4    H         CN          4-BrC.sub.6 H.sub.4    H         CN          2-OHC.sub.6 H.sub.4    H         CN          3-OHC.sub.6 H.sub.4    H         CN          4-OHC.sub.6 H.sub.4    H         CN          2-OCH.sub.3C.sub.6 H.sub.4    H         CN          3-OCH.sub.3C.sub.6 H.sub.4    H         CN          4-OCH.sub.3C.sub.6 H.sub.4    H         CN          4-C.sub.6 H.sub.5C.sub.6 H.sub.4    H         CN          2-Cl-6-CH.sub.3C.sub.6 H.sub.3    H         CN          2-CO.sub.2 CH.sub.3 -6-CH.sub.3C.sub.6 H.sub.3    H         CN          2,5-(OCH.sub.3).sub.2C.sub.6 H.sub.3    H         CN          2,5-Cl.sub.2C.sub.6 H.sub.3    H         CN          2,4,5-Cl.sub.3C.sub.6 H.sub.2    H         CN          2-CO.sub.2 CH.sub.3C.sub.6 H.sub.3    H         CN          5-Cl-2-OCH.sub.3C.sub.6 H.sub.3    H         CN          5-NO.sub.2 -2-ClC.sub.6 H.sub.3    H         CN          2-Cl-6-cyclopentenyl-C.sub.6 H.sub.3    H         CN          3-Cl-thien-2-yl    H         CN          3-C(CH.sub.3).sub.3C.sub.6 H.sub.4    H         CN          4-C(CH.sub.3).sub.3C.sub.6 H.sub.4    H         CN          2-CF.sub.3C.sub.6 H.sub.4    H         CN          3-CF.sub.3C.sub.6 H.sub.4    H         CN          4-CF.sub.3C.sub.6 H.sub.4    H         CN          2-NO.sub.2C.sub.6 H.sub.4    H         CN          3-NO.sub.2C.sub.6 H.sub.4    H         CN          4-NO.sub.2C.sub.6 H.sub.4    H         CN          2-CNC.sub.6 H.sub.4    H         CN          3-CNC.sub.6 H.sub.4    H         CN          4-CNC.sub.6 H.sub.4    H         CN          2-(CO.sub.2 CH.sub.3)C.sub.6 H.sub.4    H         CN          3-(CO.sub.2 CH.sub.3)C.sub.6 H.sub.4    H         CN          4-(CO.sub.2 CH.sub.3)C.sub.6 H.sub.4    H         CN          2-(CO.sub.2 C.sub.2 H.sub.5)C.sub.6 H.sub.4    H         CN          3-(CO.sub.2 C.sub.2 H.sub.5)C.sub.6 H.sub.4    H         CN          4-(CO.sub.2 C.sub.2 H.sub.5)C.sub.6 H.sub.4    H         CN          2-CONH.sub.2C.sub.6 H.sub.4    H         CN          3-CONH.sub.2C.sub.6 H.sub.4    H         CN          4-CONH.sub.2C.sub.6 H.sub.4    H         CN          2-NH.sub.2C.sub.6 H.sub.4    H         CN          3-NH.sub.2C.sub.6 H.sub.4    H         CN          4-NH.sub.2C.sub.6 H.sub.4    H         CN          2-SCH.sub.3C.sub.6 H.sub.4    H         CN          3-SCH.sub.3C.sub.6 H.sub.4    H         CN          4-SCH.sub.3C.sub.6 H.sub.4    H         CN          2,4-(CH.sub.3).sub.2C.sub.6 H.sub.3    H         CN          3,4-(CH.sub.3).sub.2C.sub.6 H.sub.3    H         CN          2,6-(CH.sub.3).sub.2C.sub.6 H.sub.3    H         CN          2,4-(OCH.sub.3).sub.2C.sub.6 H.sub.3    H         CN          3,4-(OCH.sub.3).sub.2C.sub.6 H.sub.3    H         CN          2,6-(OCH.sub.3).sub.2C.sub.6 H.sub.3    H         CN          2,4-F.sub.2C.sub.6 H.sub.3    H         CN          3,4-F.sub.2C.sub.6 H.sub.3    H         CN          2,6-F.sub.2C.sub.6 H.sub.3    H         CN          2,4-Cl.sub.2C.sub.6 H.sub.3    H         CN          3,4-Cl.sub.2C.sub.6 H.sub.3    H         CN          2,6-Cl.sub.2C.sub.6 H.sub.3    H         CN          2,4-(OH).sub.2C.sub.6 H.sub.3    H         CN          3,4-(OH).sub.2C.sub.6 H.sub.3    H         CN          2,6-(OH).sub.2C.sub.6 H.sub.3    H         CN          3-NO.sub.2 -4-CH.sub.3C.sub.6 H.sub.3    H         CN          3-NO.sub.2 -4-FC.sub.6 H.sub.3    H         CN          3-NO.sub.2 -4-ClC.sub.6 H.sub.3    H         CN          3-NO.sub.2 -4-OCH.sub.3C.sub.6 H.sub.3    H         CN          2-Naphthyl    H         CN          Thien-2-yl    H         CN          Thien-3-yl    H         CN          5-CH.sub.3 -thien-2-yl    H         CN          5-Cl-thien-2-yl    H         CN          5-Br-thien-2-yl    H         CN          2,5-(CH.sub.3).sub.2 -thien-3-yl    H         CN          Thiazol-2-yl    H         CN          Thiazol-4-yl    H         CN          5-CH.sub.3 -thiazol-2-yl    H         CN          5-Cl-thiazol-2-yl    H         CN          5-Br-thiazol-2-yl    H         CN          2,5-(CH.sub.3).sub.2 -thiazol-4-yl    H         CN          Furan-2-yl    H         CN          Furan-3-yl    H         CN          5-CH.sub.3 -furan-2-yl    H         CN          5-Cl-furan-2-yl    H         CN          Pyrrol-2-yl    H         CN          Pyrrol-3-yl    H         CN          5-CH.sub.3 -pyrrol-2-yl    H         CN          5-Br-pyrrol-2-yl    H         CN          Oxazol-4-yl    H         CN          Imidazol-2-yl    H         CN          Pyridin-2-yl    H         CN          Pyridin-3-yl    H         CN          Pyridin-4-yl    H         CN          Pyrazin-3-yl    H         CN          Pyrazin-4-yl    H         CN          Pyrrol-2-yl    H         CN          Pyrimidin-2-yl    H         CN          Pyrimidin-4-yl    H         CN          Pyrimidin-5-yl    H         C.sub.6 H.sub.5                          C.sub.6 H.sub.5    H         C.sub.6 H.sub.5                          2-CH.sub.3C.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          3-CH.sub.3C.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          4-CH.sub.3C.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          2-FC.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          3-FC.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          4-FC.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          2-ClC.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          3-ClC.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          4-ClC.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          2-BrC.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          3-BrC.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          4-BrC.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          2-OHC.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          3-OHC.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          4-OHC.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          2-OCH.sub.3C.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          3-OCH.sub.3C.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          4-OCH.sub.3C.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          2-Cl-6-CH.sub.3C.sub.6 H.sub.3    H         C.sub.6 H.sub.5                          2-CO.sub.2 CH.sub.3 -6-CH.sub.3C.sub.6 H.sub.3    H         C.sub.6 H.sub.5                          4-C.sub.6 H.sub.5C.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          3-C(CH.sub.3).sub.3C.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          4-C(CH.sub.3).sub.3C.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          2-CF.sub.3C.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          3-CF.sub.3C.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          4-CF.sub.3C.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          2-NO.sub.2C.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          3-NO.sub.2C.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          4-NO.sub.2C.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          2-CNC.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          3-CNC.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          4-CNC.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          2,5-(OCH.sub.3).sub.2C.sub.6 H.sub.3    H         C.sub.6 H.sub.5                          2,5-Cl.sub.2C.sub.6 H.sub.3    H         C.sub.6 H.sub.5                          2,4,5-Cl.sub.3C.sub.6 H.sub.2    H         C.sub.6 H.sub.5                          2-CO.sub.2 CH.sub.3C.sub.6 H.sub.3    H         C.sub.6 H.sub.5                          5-Cl-2-OCH.sub.3C.sub.6 H.sub.3    H         C.sub.6 H.sub.5                          5-NO.sub.2 -2-ClC.sub.6 H.sub.3    H         C.sub.6 H.sub.5                          2-Cl-6-cyclopentenyl-C.sub.6 H.sub.3    H         C.sub.6 H.sub.5                          3-Cl-thien-2-yl    H         C.sub.6 H.sub.5                          2-(CO.sub.2 CH.sub.3)C.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          3-(CO.sub.2 CH.sub.3)C.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          4-(CO.sub.2 CH.sub.3)C.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          2-(CO.sub.2 C.sub.2 H.sub.5)C.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          3-(CO.sub.2 C.sub.2 H.sub.5)C.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          4-(CO.sub.2 C.sub.2 H.sub.5)C.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          2-CONH.sub.2C.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          3-CONH.sub.2C.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          4-CONH.sub.2C.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          2-NH.sub.2C.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          3-NH.sub.2C.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          4-NH.sub.2C.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          2-SCH.sub.3C.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          3-SCH.sub.3C.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          4-SCH.sub.3C.sub.6 H.sub.4    H         C.sub.6 H.sub.5                          2,4-(CH.sub.3).sub.2C.sub.6 H.sub.3    H         C.sub.6 H.sub.5                          3,4-(CH.sub.3).sub.2C.sub.6 H.sub.3    H         C.sub.6 H.sub.5                          2,6-(CH.sub.3).sub.2C.sub.6 H.sub.3    H         C.sub.6 H.sub.5                          2,4-(OCH.sub.3).sub.2C.sub.6 H.sub.3    H         C.sub.6 H.sub.5                          3,4-(OCH.sub.3).sub.2C.sub.6 H.sub.3    H         C.sub.6 H.sub.5                          2,6-(OCH.sub.3).sub.2C.sub.6 H.sub.3    H         C.sub.6 H.sub.5                          2,4-F.sub.2C.sub.6 H.sub.3    H         C.sub.6 H.sub.5                          3,4-F.sub.2C.sub.6 H.sub.3    H         C.sub.6 H.sub.5                          2,6-F.sub.2C.sub.6 H.sub.3    H         C.sub.6 H.sub.5                          2,4-Cl.sub.2C.sub.6 H.sub.3    H         C.sub.6 H.sub.5                          3,4-Cl.sub.2C.sub.6 H.sub.3    H         C.sub.6 H.sub.5                          2,6-Cl.sub.2C.sub.6 H.sub.3    H         C.sub.6 H.sub.5                          2,4-(OH).sub.2C.sub.6 H.sub.3    H         C.sub.6 H.sub.5                          3,4-(OH).sub.2C.sub.6 H.sub.3    H         C.sub.6 H.sub.5                          2,6-(OH).sub.2C.sub.6 H.sub.3    H         C.sub.6 H.sub.5                          3-NO.sub.2 -4-CH.sub.3C.sub.6 H.sub.3    H         C.sub.6 H.sub.5                          3-NO.sub.2 -4-FC.sub.6 H.sub.3    H         C.sub.6 H.sub.5                          3-NO.sub.2 -4-ClC.sub.6 H.sub.3    H         C.sub.6 H.sub.5                          3-NO.sub.2 -4-OCH.sub.3C.sub.6 H.sub.3    H         C.sub.6 H.sub.5                          2-Naphthyl    H         C.sub.6 H.sub.5                          Thien-2-yl    H         C.sub.6 H.sub.5                          Thien-3-yl    H         C.sub.6 H.sub.5                          5-CH.sub.3 -thien-2-yl    H         C.sub.6 H.sub.5                          5-Cl-thien-2-yl    H         C.sub.6 H.sub.5                          5-Br-thien-2-yl    H         C.sub.6 H.sub.5                          2,5-(CH.sub.3).sub.2 -thien-3-yl    H         C.sub.6 H.sub.5                          Thiazol-2-yl    H         C.sub.6 H.sub.5                          Thiazol-4-yl    H         C.sub.6 H.sub.5                          5-CH.sub.3 -thiazol-2-yl    H         C.sub.6 H.sub.5                          5-Cl-thiazol-2-yl    H         C.sub.6 H.sub.5                          5-Br-thiazol-2-yl    H         C.sub.6 H.sub.5                          2,5-(CH.sub.3).sub.2 -thiazol-4-yl    H         C.sub.6 H.sub.5                          Furan-2-yl    H         C.sub.6 H.sub.5                          Furan-3-yl    H         C.sub.6 H.sub.5                          5-CH.sub.3 -furan-2-yl    H         C.sub.6 H.sub.5                          5-Cl-furan-2-yl    H         C.sub.6 H.sub.5                          Pyrrol-2-yl    H         C.sub.6 H.sub.5                          Pyrrol-3-yl    H         C.sub.6 H.sub.5                          5-CH.sub.3 -pyrrol-2-yl    H         C.sub.6 H.sub.5                          5-Br-pyrrol-2-yl    H         C.sub.6 H.sub.5                          Oxazol-4-yl    H         C.sub.6 H.sub.5                          Imidazol-2-yl    H         C.sub.6 H.sub.5                          Pyridin-2-yl    H         C.sub.6 H.sub.5                          Pyridin-3-yl    H         C.sub.6 H.sub.5                          Pyridin-4-yl    H         C.sub.6 H.sub.5                          Pyrazin-3-yl    H         C.sub.6 H.sub.5                          Pyrazin-4-yl    H         C.sub.6 H.sub.5                          Pyrrol-2-yl    H         C.sub.6 H.sub.5                          Pyrimidin-2-yl    H         C.sub.6 H.sub.5                          Pyrimidin-4-yl    H         C.sub.6 H.sub.5                          Pyrimidin-5-yl    H         SO.sub.2 CH.sub.3                          C.sub.6 H.sub.5    H         SO.sub.2 CH.sub.3                          2-CH.sub.3C.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          3-CH.sub.3C.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          4-CH.sub.3C.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          2-FC.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          3-FC.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          4-FC.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          2-ClC.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          3-ClC.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          4-ClC.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          2-BrC.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          3-BrC.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          4-BrC.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          2-OHC.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          3-OHC.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          4-OHC.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          2-OCH.sub.3C.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          3-OCH.sub.3C.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          4-OCH.sub.3C.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          4-C.sub.6 H.sub.5C.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          3-C(CH.sub.3).sub.3C.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          4-C(CH.sub.3).sub.3C.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          2-CF.sub.3C.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          3-CF.sub.3C.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          4-CF.sub.3C.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          2-NO.sub.2C.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          3-NO.sub.2C.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          4-NO.sub.2C.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          2-CNC.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          3-CNC.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          4-CNC.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          2-Cl-6-CH.sub.3C.sub.6 H.sub.3    H         SO.sub.2 CH.sub.3                          2-CO.sub.2 CH.sub.3 -6-CH.sub.3C.sub.6 H.sub.3    H         SO.sub.2 CH.sub.3                          2,5-(OCH.sub.3).sub.2C.sub.6 H.sub.3    H         SO.sub.2 CH.sub.3                          2,5-Cl.sub.2C.sub.6 H.sub.3    H         SO.sub.2 CH.sub.3                          2,4,5-Cl.sub.3C.sub.6 H.sub.2    H         SO.sub.2 CH.sub.3                          2-CO.sub.2 CH.sub.3C.sub.6 H.sub.3    H         SO.sub.2 CH.sub.3                          5-Cl-2-OCH.sub.3C.sub.6 H.sub.3    H         SO.sub.2 CH.sub.3                          5-NO.sub.2 -2-ClC.sub.6 H.sub.3    H         SO.sub.2 CH.sub.3                          2-Cl-6-cyclopentenyl-C.sub.6 H.sub.3    H         SO.sub.2 CH.sub.3                          3-Cl-thien-2-yl    H         SO.sub.2 CH.sub.3                          2-(CO.sub.2 CH.sub.3)C.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          3-(CO.sub.2 CH.sub.3)C.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          4-(CO.sub.2 CH.sub.3)C.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          2-(CO.sub.2 C.sub.2 H.sub.5)C.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          3-(CO.sub.2 C.sub.2 H.sub.5)C.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          4-(CO.sub.2 C.sub.2 H.sub.5)C.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          2-CONH.sub.2C.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          3-CONH.sub.2C.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          4-CONH.sub.2C.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          2-NH.sub.2C.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          3-NH.sub.2C.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          4-NH.sub.2C.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          2-SCH.sub.3C.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          3-SCH.sub.3C.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          4-SCH.sub.3C.sub.6 H.sub.4    H         SO.sub.2 CH.sub.3                          2,4-(CH.sub.3).sub.2C.sub.6 H.sub.3    H         SO.sub.2 CH.sub.3                          3,4-(CH.sub.3).sub.2C.sub.6 H.sub.3    H         SO.sub.2 CH.sub.3                          2,6-(CH.sub.3).sub.2C.sub.6 H.sub.3    H         SO.sub.2 CH.sub.3                          2,4-(OCH.sub.3).sub.2C.sub.6 H.sub.3    H         SO.sub.2 CH.sub.3                          3,4-(OCH.sub.3).sub.2C.sub.6 H.sub.3    H         SO.sub.2 CH.sub.3                          2,6-(OCH.sub.3).sub.2C.sub.6 H.sub.3    H         SO.sub.2 CH.sub.3                          2,4-F.sub.2C.sub.6 H.sub.3    H         SO.sub.2 CH.sub.3                          3,4-F.sub.2C.sub.6 H.sub.3    H         SO.sub.2 CH.sub.3                          2,6-F.sub.2C.sub.6 H.sub.3    H         SO.sub.2 CH.sub.3                          2,4-Cl.sub.2C.sub.6 H.sub.3    H         SO.sub.2 CH.sub.3                          3,4-Cl.sub.2C.sub.6 H.sub.3    H         SO.sub.2 CH.sub.3                          2,6-Cl.sub.2C.sub.6 H.sub.3    H         SO.sub.2 CH.sub.3                          2,4-(OH).sub.2C.sub.6 H.sub.3    H         SO.sub.2 CH.sub.3                          3,4-(OH).sub.2C.sub.6 H.sub.3    H         SO.sub.2 CH.sub.3                          2,6-(OH).sub.2C.sub.6 H.sub.3    H         SO.sub.2 CH.sub.3                          3-NO.sub.2 -4-CH.sub.3C.sub.6 H.sub.3    H         SO.sub.2 CH.sub.3                          3-NO.sub.2 -4-FC.sub.6 H.sub.3    H         SO.sub.2 CH.sub.3                          3-NO.sub.2 -4-ClC.sub.6 H.sub.3    H         SO.sub.2 CH.sub.3                          3-NO.sub.2 -4-OCH.sub.3C.sub.6 H.sub.3    H         SO.sub.2 CH.sub.3                          2-Naphthyl    H         SO.sub.2 CH.sub.3                          Thien-2-yl    H         SO.sub.2 CH.sub.3                          Thien-3-yl    H         SO.sub.2 CH.sub.3                          5-CH.sub.3 -thien-2-yl    H         SO.sub.2 CH.sub.3                          5-Cl-thien-2-yl    H         SO.sub.2 CH.sub.3                          5-Br-thien-2-yl    H         SO.sub.2 CH.sub.3                          2,5-(CH.sub.3).sub.2 -thien-3-yl    H         SO.sub.2 CH.sub.3                          Thiazol-2-yl    H         SO.sub.2 CH.sub.3                          Thiazol-4-yl    H         SO.sub.2 CH.sub.3                          5-CH.sub.3 -thiazol-2-yl    H         SO.sub.2 CH.sub.3                          5-Cl-thiazol-2-yl    H         SO.sub.2 CH.sub.3                          5-Br-thiazol-2-yl    H         SO.sub.2 CH.sub.3                          2,5-(CH.sub.3).sub.2 -thiazol-4-yl    H         SO.sub.2 CH.sub.3                          Furan-2-yl    H         SO.sub.2 CH.sub.3                          Furan-3-yl    H         SO.sub.2 CH.sub.3                          5-CH.sub.3 -furan-2-yl    H         SO.sub.2 CH.sub.3                          5-Cl-furan-2-yl    H         SO.sub.2 CH.sub.3                          Pyrrol-2-yl    H         SO.sub.2 CH.sub.3                          Pyrrol-3-yl    H         SO.sub.2 CH.sub.3                          5-CH.sub.3 -pyrrol-2-yl    H         SO.sub.2 CH.sub.3                          5-Br-pyrrol-2-yl    H         SO.sub.2 CH.sub.3                          Oxazol-4-yl    H         SO.sub.2 CH.sub.3                          Imidazol-2-yl    H         SO.sub.2 CH.sub.3                          Pyridin-2-yl    H         SO.sub.2 CH.sub.3                          Pyridin-3-yl    H         SO.sub.2 CH.sub.3                          Pyridin-4-yl    H         SO.sub.2 CH.sub.3                          Pyrazin-3-yl    H         SO.sub.2 CH.sub.3                          Pyrazin-4-yl    H         SO.sub.2 CH.sub.3                          Pyrrol-2-yl    H         SO.sub.2 CH.sub.3                          Pyrimidin-2-yl    H         SO.sub.2 CH.sub.3                          Pyrimidin-4-yl    H         SO.sub.2 CH.sub.3                          Pyrimidin-5-yl    H         SO.sub.2 C.sub.6 H.sub.5                          C.sub.6 H.sub.5    H         SO.sub.2 C.sub.6 H.sub.5                          2-CH.sub.3C.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          3-CH.sub.3C.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          4-CH.sub.3C.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          2-FC.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          3-FC.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          4-FC.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          2-ClC.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          3-ClC.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          4-ClC.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          2-BrC.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          3-BrC.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          4-BrC.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          2-OHC.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          3-OHC.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          4-OHC.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          2-OCH.sub.3C.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          3-OCH.sub.3C.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          4-OCH.sub.3C.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          4-C.sub.6 H.sub.5C.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          3-C(CH.sub.3).sub.3C.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          4-C(CH.sub.3).sub.3C.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          2-CF.sub.3C.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          3-CF.sub.3C.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          4-CF.sub.3C.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          2-NO.sub.2C.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          3-NO.sub.2C.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          4-NO.sub.2C.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          2-CNC.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          3-CNC.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          4-CNC.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          2-Cl-6-CH.sub.3C.sub.6 H.sub.3    H         SO.sub.2 C.sub.6 H.sub.5                          2-CO.sub.2 CH.sub.3 -6-CH.sub.3C.sub.6 H.sub.3    H         SO.sub.2 C.sub.6 H.sub.5                          2,5-(OCH.sub.3).sub.2C.sub.6 H.sub.3    H         SO.sub.2 C.sub.6 H.sub.5                          2,5-Cl.sub.2C.sub.6 H.sub.3    H         SO.sub.2 C.sub.6 H.sub.5                          2,4,5-Cl.sub.3C.sub.6 H.sub.2    H         SO.sub.2 C.sub.6 H.sub.5                          2-CO.sub.2 CH.sub.3C.sub.6 H.sub.3    H         SO.sub.2 C.sub.6 H.sub.5                          5-Cl-2-OCH.sub.3C.sub.6 H.sub.3    H         SO.sub.2 C.sub.6 H.sub.5                          5-NO.sub.2 -2-ClC.sub.6 H.sub.3    H         SO.sub.2 C.sub.6 H.sub.5                          2-Cl-6-cyclopentenyl-C.sub.6 H.sub.3    H         SO.sub.2 C.sub.6 H.sub.5                          3-Cl-thien-2-yl    H         SO.sub.2 C.sub.6 H.sub.5                          2-(CO.sub.2 C.sub.2 H.sub.5)C.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          3-(CO.sub.2 C.sub.2 H.sub.5)C.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          4-(CO.sub.2 C.sub.2 H.sub.5)C.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          2-(CO.sub.2 CH.sub.3)C.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          3-(CO.sub.2 CH.sub.3)C.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          4-(CO.sub.2 CH.sub.3)C.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          2-CONH.sub.2C.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          3-CONH.sub.2C.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          4-CONH.sub.2C.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          2-NH.sub.2C.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          3-NH.sub.2C.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          4-NH.sub.2C.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          2-SCH.sub.3C.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          3-SCH.sub.3C.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          4-SCH.sub.3C.sub.6 H.sub.4    H         SO.sub.2 C.sub.6 H.sub.5                          2,4-(CH.sub.3).sub.2C.sub.6 H.sub.3    H         SO.sub.2 C.sub.6 H.sub.5                          3,4-(CH.sub.3).sub.2C.sub.6 H.sub.3    H         SO.sub.2 C.sub.6 H.sub.5                          2,6-(CH.sub.3).sub.2C.sub.6 H.sub.3    H         SO.sub.2 C.sub.6 H.sub.5                          2,4-(OCH.sub.3).sub.2C.sub.6 H.sub.3    H         SO.sub.2 C.sub.6 H.sub.5                          3,4-(OCH.sub.3).sub.2C.sub.6 H.sub.3    H         SO.sub.2 C.sub.6 H.sub.5                          2,6-(OCH.sub.3).sub.2C.sub.6 H.sub.3    H         SO.sub.2 C.sub.6 H.sub.5                          2,4-F.sub.2C.sub.6 H.sub.3    H         SO.sub.2 C.sub.6 H.sub.5                          3,4-F.sub.2C.sub.6 H.sub.3    H         SO.sub.2 C.sub.6 H.sub.5                          2,6-F.sub.2C.sub.6 H.sub.3    H         SO.sub.2 C.sub.6 H.sub.5                          2,4-Cl.sub.2C.sub.6 H.sub.3    H         SO.sub.2 C.sub.6 H.sub.5                          3,4-Cl.sub.2C.sub.6 H.sub.3    H         SO.sub.2 C.sub.6 H.sub.5                          2,6-Cl.sub.2C.sub.6 H.sub.3    H         SO.sub.2 C.sub.6 H.sub.5                          2,4-(OH).sub.2C.sub.6 H.sub.3    H         SO.sub.2 C.sub.6 H.sub.5                          3,4-(OH).sub.2C.sub.6 H.sub.3    H         SO.sub.2 C.sub.6 H.sub.5                          2,6-(OH).sub.2C.sub.6 H.sub.3    H         SO.sub.2 C.sub.6 H.sub.5                          3-NO.sub.2 -4-CH.sub.3C.sub.6 H.sub.3    H         SO.sub.2 C.sub.6 H.sub.5                          3-NO.sub.2 -4-FC.sub.6 H.sub.3    H         SO.sub.2 C.sub.6 H.sub.5                          3-NO.sub.2 -4-ClC.sub.6 H.sub.3    H         SO.sub.2 C.sub.6 H.sub.5                          3-NO.sub.2 -4-OCH.sub.3C.sub.6 H.sub.3    H         SO.sub.2 C.sub.6 H.sub.5                          2-Naphthyl    H         SO.sub.2 C.sub.6 H.sub.5                          Thien-2-yl    H         SO.sub.2 C.sub.6 H.sub.5                          Thien-3-yl    H         SO.sub.2 C.sub.6 H.sub.5                          5-CH.sub.3 -thien-2-yl    H         SO.sub.2 C.sub.6 H.sub.5                          5-Cl-thien-2-yl    H         SO.sub.2 C.sub.6 H.sub.5                          5-Br-thien-2-yl    H         SO.sub.2 C.sub.6 H.sub.5                          2,5-(CH.sub.3).sub.2 -thien-3-yl    H         SO.sub.2 C.sub.6 H.sub.5                          Thiazol-2-yl    H         SO.sub.2 C.sub.6 H.sub.5                          Thiazol-4-yl    H         SO.sub.2 C.sub.6 H.sub.5                          5-CH.sub.3 -thiazol-2-yl    H         SO.sub.2 C.sub.6 H.sub.5                          5-Cl-thiazol-2-yl    H         SO.sub.2 C.sub.6 H.sub.5                          5-Br-thiazol-2-yl    H         SO.sub.2 C.sub.6 H.sub.5                          2,5-(CH.sub.3).sub.2 -thiazol-4-yl    H         SO.sub.2 C.sub.6 H.sub.5                          Furan-2-yl    H         SO.sub.2 C.sub.6 H.sub.5                          Furan-3-yl    H         SO.sub.2 C.sub.6 H.sub.5                          5-CH.sub.3 -furan-2-yl    H         SO.sub.2 C.sub.6 H.sub.5                          5-Cl-furan-2-yl    H         SO.sub.2 C.sub.6 H.sub.5                          Pyrrol-2-yl    H         SO.sub.2 C.sub.6 H.sub.5                          Pyrrol-3-yl    H         SO.sub.2 C.sub.6 H.sub.5                          5-CH.sub.3 -pyrrol-2-yl    H         SO.sub.2 C.sub.6 H.sub.5                          5-Br-pyrrol-2-yl    H         SO.sub.2 C.sub.6 H.sub.5                          Oxazol-4-yl    H         SO.sub.2 C.sub.6 H.sub.5                          Imidazol-2-yl    H         SO.sub.2 C.sub.6 H.sub.5                          Pyridin-2-yl    H         SO.sub.2 C.sub.6 H.sub.5                          Pyridin-3-yl    H         SO.sub.2 C.sub.6 H.sub.5                          Pyridin-4-yl    H         SO.sub.2 C.sub.6 H.sub.5                          Pyrazin-3-yl    H         SO.sub.2 C.sub.6 H.sub.5                          Pyrazin-4-yl    H         SO.sub.2 C.sub.6 H.sub.5                          Pyrrol-2-yl    H         SO.sub.2 C.sub.6 H.sub.5                          Pyrimidin-2-yl    H         SO.sub.2 C.sub.6 H.sub.5                          Pyrimidin-4-yl    H         SO.sub.2 C.sub.6 H.sub.5                          Pyrimidin-5-yl    ______________________________________

The substituted pyrido[2,3-d]pyrimidines I are suitable as antidotes, tomake herbicidal active ingredients better tolerated by crop plants suchas millet, rice, corn, cereal species (wheat, rye, barley and oats),cotton, sugarbeet, sugarcane and soyabean. They have an antagonisticeffect on herbicides from a very wide range of classes, such astriazines, phenyl urea derivatives, carbamates, thiocarbamates,haloacetanilides, benzoic acid derivatives and in particular halophenoxyacetates, substituted phenoxyphenoxy acetates, phenoxyphenozypropionates and cyclohexenone derivatives.

Herbicidal cyclohexenone derivatives II are disclosed, for example, inEP-A 228 598, EP-A 230 235, EP-A 238 021, EP-A 368 227, U.S. Pat. No.4,432,786, 39 104 and DE-A 38 38 309. They are used predominantly forcontrolling undesirable grasses in dicotyledon crops and in grasseswhich do not belong to the Gramineae family. Depending on thesubstituents and on the dosage of the compounds of the type II duringtheir application, these cyclohexenones can also be used for selectivelycontrolling undesirable grasses in gramineous crops, such as wheat andrice.

Further cyclohexenone derivatives II can be prepared in a conventionalmanner by synthesis methods disclosed in the literature (cf. for exampleEP-A 169 521), for example by reacting triketones IX (disclosed in, forexample, EP-A 80 301, EP-A 125 094, EP-A 142 741, U.S. Pat. No.4,249,937, EP-A 137 174 and EP-A 177 913) with hydroxylamines X(disclosed in, for example, Houben-Weyl, Methoden der OrganischenChemie, Band 10/1, page 1181 et seq.): ##STR25##

The reaction is advantageously carried out in the heterogeneous phase ina solvent, preferably in the presence of a base, hydroxylaminepreferably being used as the ammonium salt.

Examples of suitable bases are the carbonates, hydrocarbonates,acetates, alcoholates and oxides of alkali metals and alkaline earthmetals, such as sodium hydroxide, potassium hydroxide, magnesium oxideand calciumoxide, as well as organic bases, such as pyridine andtertiary amines, eg. triethylamine.

The triketone and hydroxylamine are preferably used in roughlystoichiometric amounts. The amount of base is not critical but isusually from about 0.5 to 2 mol equivalents, based on the amount of IX.

In general, the reaction temperature is from 0° to 80° C.

Examples of suitable solvents are dimethyl sulfoxide, alcohols, such asmethanol, ethanol and isopropanol, aromatic hydrocarbons, such asbenzene and toluene, aliphatic hydrocarbons such as hexane andcyclohexane, esters such as ethyl acetate, and ethers, such as diethylether, dioxane and tetrahydrofuran. The reaction is preferably carriedout in methanol with sodium bicarbonate as the base.

The reaction is complete after a few hours. The product II can beisolated, for example, by evaporating down the mixture, distributing theresidue in methylenechloride/water and distilling off the solvent underreduced pressure.

However, the free hydroxylamine base, for example in the form of anaqueous solution, may also be used directly for this reaction; dependingon the solvent used for the hydroxylamine X, a one-phase or two-phasereaction mixture is obtained.

Suitable solvents for this variant are, for example, alcohols such asmethanol, ethanol, isopropanol and cyclohexanol, aliphatic and aromatichydrocarbons and chlorohydrocarbons such as hexane, cyclohexane,methylene chloride, toluene and dichloroethane, esters, such as ethylacetate, nitriles such as acetonitrile, and cyclic ethers such asdioxane and tetrahydrofuran.

Particular conditions with regard to the pressure are not necessary; thereaction is therefore usually carried out at atmospheric pressure.

Alkali metal salts of the compounds II can be obtained by treating the3-hydroxy compounds with sodium hydroxide, potassium hydroxide or sodiumor potassium alcoholate in aqueous solution or in an organic solventsuch as methanol, ethanol, acetone or toluene.

Other metal salts such as manganese, copper, zinc, iron, calcium,magnesium and barium salts, can be prepared from the sodium salts in aconventional manner, as can ammonium and phosphoniumsalts by means ofammonia or phosphonium, sulfonium or sulfoxonium hydroxides.

The compound of type IX can be prepared, for example, from thecorresponding cyclohexane-1,3-diones of the formula XI ##STR26## byknown methods (Tetrahedron Lett., (1975), 2491).

It is also possible to prepared the compounds of the formula IX via theenol esters as intermediates, which are obtained in the reaction ofcompounds of the formula XI with acid chlorides in the presence of basesand are subsequently subjected to a rearrangement reaction with certainimidazol or pyridine derivatives (Japanese Patent Application 79/063052). ##STR27##

The hydroxylamines of the formula X are obtained, as a rule, via aseries of known process steps by starting from known intermediates:##STR28## L=the hydroxyl group or a leaving group, for example halogen,such as chlorine, bromine or iodine, or CH₃ SO₂ --O--.

The alkylating agents required for synthesizing the hydroxylamine X areknown from the literature or can be prepared by known methods.

Syntheses of derivatives in which W is an aliphatic or olefinic chainwhich may be interrupted by heteroatoms are described in the followingpublications:

DE-A 3 437 919; Tetrahetron Lett. 28 (1979), 2639; Org. Synth. Coll.Vol. 1, (1944) 436; DE-A 2 654 646; DE-A 2 714 561; J. Org. Chem. 52(1987), 3587; DE-A 948 871; DE-A 948 872; J. Med. Chem. 26 (1983), 1570;Synthesis (1983), 675; J. Org. Chem. 48 (1983), 4970; Org. Synth. Coll.Vol. V, 249; European Patents 48,911 and 143,952; U.S. Pat. No.4,686,735.

The the preparation of compounds II in which W is an aliphatic orolefinic chain and R^(f) is a heterocyclic structure, reference may bemade to the following literature:,

J. Heterocycl. Chem. 14 (1976), 525; JP 55 051 004; JP 55 047 601;Houben Weyl: Methoden der organischen Chemie, Vol. 4/3, page 424 etseq.; DE-A-2 821 409; Chem. Ber. 114. (1981), 3667 and 3674.

Preparation methods which start from suitable carbinols XII (L═OH) aredisclosed, for example, in: Tetrahedron 35 (1979), 329; Chem. Lett.(1977) 423; Houben/Weyl: Methoden der organischen Chemie, Vol. 13/9B,page 964 et seq.; ibid Vol. 5/3, pages 862 and 899 et seq.; ibid. Vol.5/4, page 361 et seq.

The preparation of alkylating agents in which W is substituted orunsubstituted C₃ -C₆ -alkynyl group can be carried out by classicalmethods [cf. J. Med. Chem. 29 (1986), 1389; ibid. 24 (1981), 678; EP-A131 302; J. Chem. Ecol. 10 (1982), 1201] or by coupling of 1-alkynylderivatives with aryl or hetaryl halides in the presence of palladiumcatalysts [cf. for example Tetrahedron Lett. 50 (1975), 4467].

XII is coupled with the cyclic hydroxylimide XIII and the resultinghydroxylamine derivative XIV is cleaved, preferably with 2-aminoethanol,to give the free hydroxylamine X.

When HO--W--R^(f) is used, it is advisable to employ the Mitsunobuvariant (cf. Synthesis (1981), 1 and J. Med. Chem. 33, (1990), 187).

In the cyclic hydroximides X, D is, for example, C₂ - or C₃ -alkylene,C₂ -alkenylene or a 5-membered or 6-membered ring which contains up tothree double bonds and may contain a nitrogen atom, for examplephenylene, pyridylene, cyclopentylene, cyclohexylene or cyclohexenylene.For example, the following substances are suitable: ##STR29##

The reaction of the compound IX with the hydroximides XIII isadvantageously carried out in the presence of a base. All bases whichare capable of deprotonating the hydroximides XIII without attacking theimide system are in principle suitable. These are in particular the nonnucleophilic bases. Examples are mineral bases, such as alkaki metal andalkaline earth metal carbonates, and alkali metal and alkaline earthmetal bicarbonates, and organic bases such as aliphatic, cycloaliphaticand aromatic tertiary amines. Mixtures of these bases may also be used.

The following bases may be mentioned as examples of individualcompounds: sodium carbonate, potassium carbonate, magnesiumcarbonate,calcium carbonate, barium carbonate, bicarbonates of these metals,trimethylamine, triethylamine, tributylamine, ethyldiisopropylamine,N,N-dimethylaniline, 4-N,N-dimethylaminopyridine, diazabicyclooctane,diazabicycloundecane, N-methylpiperidine, 1,4-dimethylpiperazine,pyridine, quinoline, bipyridine, and phenanthroline. The economicalbases sodium carbonate and potassium carbonate are preferred.

The base is generally added in an equivalent amount to an excess of 5equivalents based on hydroximide. A greater excess is possible but hasno additional advantages. A smaller amount of base may also be used.However, from 1 to 3, in particular from 1 to 2, equivalents, based onthe hydroximide XIII, of the base are preferably used.

It is also possible to use nucleophilic bases, for example alkali metaland alkaline earth metal hydroxides, in particular sodium hydroxide andpotassium hydroxide. In this case, it is advantageous to use the base inequivalent amounts, based on the hydroximide XIII, in order to preventnucleophilic attack by hydroxyl ions on the carbonyl function of theimide group.

The starting compounds XII are advantageously reacted with thehydroximides XIII in a solvent which is inert under the reactionconditions. Examples of advantageous solvents are polar, aproticsolvents, such as dimethylformamide, N-methylpyrrolidone, dimethylsulfoxide, sulfolane and cyclic ureas. The amount of solvent is ingeneral not critical.

The reaction of the starting compounds XII with the hydroximides XIIIcan also be carried out using phase transfer catalysis. In this case,solvents which form two phases with water, preferablychlorohydrocarbons, are used. Suitable phase transfer catalysts are thequaternary ammonium and phosphonium salts, polyethylene glycols,polyethylene glycol ethers and crown ethers usually used for suchpurposes, as described in, for example, Dehmlow et al.; Phase TransferCatalysis, pages 37-45 and pages 86-93, Verlag Chemie, Weinheim 1980.The phase transfer catalysts are advantageously used in amounts of from1 to 10, preferably from 3 to 5, % by volume, based on the volume of thereaction mixture.

The reaction of the starting compounds XII with the hydroximides XIII iscarried out in general at from 0° to 140° C., preferably from 20° to100° C., in particular from 40° to 80° C.

In an advantageous procedure, the hydroximide XIII is initially takentogether with the base in the solvent, and the starting. material XII ismetered into the solution. It may prove advantageous if the hydroximideis added at a lower temperature of, for example, from 0° to 50° C., andthe reaction mixture is heated to the actual reaction temperature onlyafter this addition.

As a rule, the reaction is carried out at atmospheric pressure or underthe autogenous pressure of the solvents.

After the end of the reaction, water is advantageously added to thecooled reaction mixture, the hydroxylamine derivatives XIV formedseparating out as crystalline solids or as oils. The hydroxylaminederivatives obtained in this manner can, if desired, be further purifiedby recrystallization or by extraction.

The hydroxylamine derivatives XIV may be temporarily stored orimmediately converted into the hydroxylamine derivatives X having a freeamino group. This conversion can be carried out by conventional methods,as described, for example, in DE-A 36 15 973 and in the publicationscited therein. The process according to DE-A 36 15 973, in which thehydroxylamine derivatives X are liberated by means of ethanolamine, ispreferably used. The liberation of the hydroxylamine derivatives X withthe aid of other bases, such as aqueous mineral bases, with amines,hydrazines or hydroxylamines or by means of aqueous acids is alsopossible.

Hydroxylamine derivatives X can be isolated from the reaction mixturesobtained by these processes by means of conventional methods of workingup, for example by extraction or by crystallization. To increase thetendency of these hydroxylamine derivatives to crystallize, it may oftenbe necessary to convert them into their salts and mineral acids ororganic acids. In general, dilute solutions of these acids are reactedwith the hydroxylamine derivatives for this purpose, advantageously inequivalent amounts. The hydroxylammonium salts obtained can, as in thecase of the hydroxylamine derivatives having a free amino group, befurther processed directly to give the herbicides of formula II or, ifdesired, can be stored.

Cyclohexenone derivatives II may be obtained as isomeric mixtures in thepreparation, both E-/Z-isomer mixtures and an enantiomer ordiastereoisomer mixture being possible. The isomer mixtures can, ifdesired, be separated by the conventional methods, for example bychromatography or by crystallization.

Suitable herbicidal active ingredients (A) are both the pure enantiomersII and racemates or diastereoisomer mixtures of cyclohexanonederivatives II.

The cyclohexenone derivatives II can be represented in a plurality oftautomeric forms, the invention relating to all of these forms.

Preparation Examples (cyclohexenone derivatives)

EXAMPLE 12[1-(3-(4-bromophenyl)-prop-2-enyloximino)-propyl]-3-hydroxy-5-(3-tetrahydrothiopyranyl)-cyclohex-2-en-1-one##STR30##

3.0 g (0.011 mol) of2-propionyl-5-(3-tetrahydrothiopyranyl)-cyclohexane-1,3-dion and 3.0 g(0.013 mol) of 3-(4-bromophenyl)-prop-2-enyloxiamine in 100 ml ofmethanol were stirred at 20° C. for 16 hours. The precipitated reactionproduct was isolated at 0° C. washed with ice-cold methanol andpetroleum ether and dried. Yield 68.4%; m.p.: 97°-99° C.

Intermediate 1.1

N-[3-(4-Bromophenyl)-prop-2-enyloxy]-phthalimide

18.5 g (0.11 mol) of N-hydroxyphthalimide and 31.4 g (0.11 mol) of1-bromo-3-(4-bromophenyl)-prop-2-ene were added in succession to 350 mlof dry N-methylpyrrolidone, and 12.1 g (0.12 mol) of triethylamine werethen added dropwise at room temperature. The reaction mixture wasstirred for four days at 20° C. and then poured onto 1.5 l of ice water,and the product was filtered off and washed with water and isopropanol.Yield: 86.8%; m.p.: 161°-162° C.

Intermediate 1.2

3-(4-Bromophenyl)-prop-2-enyloxyamine

33.4 g (0.093 mol) of N-[3-(4-bromophenyl)-prop-2-enyloxy]phthalimidewere introduced a little at a time in 50 ml of ethanolamine; thetemperature increased to 30° C. during this procedure. Stirring wascarried out for two hours at 60° C., after which the mixture was allowedto cool and 200 ml of dichloromethane were added. Extraction waseffected by shaking with ice water. The organic phase was dried andevaporated down and the residue was crystallized from petroleum ether.Yield: 95.3%; m.p.: 35°-38° C.

EXAMPLE 2 2-[1-(4-(4-Fluorophenyl)-but-3-inyloximino)-butyl]-3-hydroxy-5-tetrahydropyran-4-yl-cyclohex-2-enone ##STR31##

2.7 g (15 mmol) of 4-(4-fluorophenyl)-but-3-inoxyamine were added to asolution of 4 g (15 mmol) of2-butryl-3-hydroxy-5-tetrahydropyran-4-yl-cyclohex-2-enone in 60 ml ofdry methanol. After stirring for 16 hours at room temperature, themethanol was removed under reduced pressure from a water pump. The crudeproduct was purified by means of chromatography over silica gel (mobilephase: methylene chloride). Yield 81.2%.

Intermediate 2.1

4-(4-Fluorophenyl)-3-butynol

1 g of bis(triphenylphosphine)-palladium(II)-chloride, 3.8 g ofcopper(II)iodide and 8.7 g of triphenylphosphine were added insuccession to a solution of 100 g of 4-bromofluorobenzene in 350 ml oftriethylamine. This mixture was heated to the reflux temperature, afterwhich 43.4 g of 3-butynol were added dropwise in the course of 20minutes at this temperature (about 100° C.). Stirring was continued fora further 5 hours at this temperature. After cooling, the triethylaminewas distilled off. The residue was taken up in methyl tertbutyl etherand water. The aqueous phase was extracted twice more with methyltert-butyl ether and the combined organic extracts were washed insuccession with 1N hydrochloric acid and with 10% strength sodiumbicarbonate solution and was dried over sodium sulfate. After removal ofthe solvent, the crude product was distilled under greatly reducedpressure. Yield: 86%.

Intermediate 2.2

N-(5-(4-Fluorophenyl)-4-pentynyloxy)-phthalimide

33.4 g (0.205 mol) of N-hydroxyphthalimide and 53.8 g (0.205 mol) oftriphenylphosphine were added to a solution of 33.1 g (0.186 mol) of5-hydroxy-1-(4-fluorophenyl)-1-pentine in 430 ml of tetrahydrofuran.35.7 g (0.205 mol) of diethyl azodicarboxylate were then added in thecourse of 2.5 hours with monitoring of the temperature (max. 40° C.).Stirring was carried out overnight at room temperature, the mixture wasevaporated down under reduced pressure and the residue was taken up with300 ml of dichloromethane. The solution was washed twice with sodiumcarbonate solution and once with saturated sodium chloride solution.After drying and evaporating down, the crude product was purified bychromategraphy over silica gel. The eluent used was initiallydichloromethane/n-hexane and subsequently pure dichloromethane. Yield:82%; mp.: 85°-88° C.

250-MHz-¹ H-NMR (in DMSO-d₆): δ [ppm]=1.9-2.1 (m, 2H); 2.68 (t, 2H);4.342 (t, 2H); 7.18 (t, 2H); 7.4-76 (m, 2H); 7.85 (s, 4H).

Intermediate 2.3

5-Aminooxy-1-(4-fluorophenyl)-1-pentine

47.7 g (0.148 mol) of the phthalimido ether prepared above were added alittle at a time to a mixture of 68 ml of ethanolamine and 40 ml ofdichloromethane. After stirring for 2 hours at room temperature, a clearsolution had formed. The latter was added to 300 ml of ice-coldsaturated sodium chloride solution. The mixture was extracted threetimes with 100 ml of dichloromethane and the combined organic phaseswere washed once with sodium chloride solution, dried and evaporateddown. Yield: 95% (oil).

250-MHz-¹ H-NMR (in CDCl₃): δ [ppm]=1.8-2.0 (m, 2H); 2.47 (t, 2H); 3.8(t, 2H); 5.4 (broad s, 2H); 6.9-7.1 (m, 2H); 7.3-7.45 (m, 2H).

EXAMPLE 3 2-[1-[[(E)-4-(2-Thienyl)-3-butenyloxy]-imino]-butyl]-3-hydroxy-5-(2H-tetrahydropyran-4-yl)-cyclohex-2-en-1-one##STR32##

A mixture of 35 g (0.13 mol ) of2-butyryl-3-hydroxy-5-(2H-tetrahydropyran-4-yl)-2-cyclohexen-1-one and24 g (0.14 mol) of O-[(E)-4-(2-thienyl)-3-butenyl]hydroxylamine in 300ml of methanol was stirred for 16 hours. The mixture was evaporated downunder reduced pressure and the residue was taken up in 1000 ml of 10%strength sodium hydroxide solution. The extraction was carried out withthree times 200 ml of methylene chloride and the aqueous phase wasbrought to pH 1 with concentrated hydrochloric acid while cooling withice. The aqueous phase was then extracted with three times 200 ml ofether and the extracts were dried over magnesium sulfate and evaporateddown under reduced pressure. The crude product was purified bychromatography over 100 g of silica gel using a 30×15 cm column, (mobilephase: ethyl acetate). Yield: 85%.

200 MHz-¹ H-NMR (in CDCl₃): δ [ppm]=0.95 (t, 3H), 1.17-1.96 (m, 9H),2.13 (m, 1H), 2.36 (m, 1H), 2.43-2.70 (m, 3H), 2.88 (m, 2H), 3.36 (t,2H), 4.02 (d, 2H), 4.15 (t, 2H), 6.00 (dt, 1H), 6.60 (d, 1H), 6.80-7.20(m, 3H), 14.75 (s, 1H).

Intermediate 3.1

(E)-4-Bromo-1-(2-thienyl)-1-butene

225 g (1.46 mol) of cyclopropyl-2-thienylcarbinol were added dropwise to972 ml of 48% strength hydrobromic acid at from 5° to 10° C. in thecourse of 1 hour. After 2 hours at room temperature, the organic phasewas separated off and the aqueous solution was extracted with threetimes 300 ml of dichloromethane. The combined organic phases were washedneutral with dilute sodium hydroxide solution and water, dried overmagnesium sulfate and evaporated under reduced pressure. 322 g (94%corrected) of crude bromide were obtained (GC: 92%).

250 MHz-¹ H-NMR (in CDCl₃): δ [ppm]=2.65-2.80 (m, 2h), 3.46 (t, 2H),5.90-6.10 (m, 1H), 6.61 (d, 1H), 6.80-7.00 (m, 2H), 7.14 (d, 1H).

Intermediate 3.2

N-[(E)-4-(2-Thienyl)-3-butenyloxy]-phthalimide

190 ml (1.37 mol) of triethylamine were added dropwise to a mixture of283 g (1.30 mol) of the bromide prepared above, 1300 ml ofN-methyl-2-pyrrolidinone, 10 g of potassium iodide and 212 g (1.30 mol)of N-hydroxyphthalimide at from 20° to 25° C. in the course of 2.5hours. After 4 hours at from 20° to 25° C., the mixture was poured into4000 ml of ice water and 5000 ml of 10% strength sodium hydroxidesolution were added a little at a time. The extraction was then carriedout with four times 500 ml of ethyl acetate. The combined ethyl acetatephases were washed neutral with dilute sodium hydroxide solution andwater, dried over magnesium sulfate and evaporated down under reducedpressure. The crude product was purified by chromatography over 1000 gof silica gel using a 30×15 cm column (mobile phase: 7:3n-hexane/dichloromethane). Yield: 29%; mp.: 69°-71° C. (Isopropanol).

250 MHz-¹ H-NMR (in d₆ -DMSO): δ [ppm]=2.55-2.70 (m, 2H), 4.28 (t, 2H),6.00-6.20 (m, 1H), 6.77 (d, 1H), 7.00 (m, 2H), 7.35 (m, 1H), 7.87 (s,4H).

Intermediate 3.3

O-[(E)-4-(2-Thienyl)-3-butenyl]-hydroxylamine

A mixture of 90.2 g (0.30 mol) of the phthalimido ether prepared aboveand 136 ml of ethanolamine were stirred for 3 hours at 60° C. The coldreaction mixture was poured into 200 ml of ice water. 200 ml ofsaturated sodium chloride solution were added and the hydrolysis productwas extracted with three times 300 ml of dichloromethane. The combinedorganic phases were then washed with three times 100 ml of saturatedsodium chloride solution, dried over magnesium sulfate and evaporatedunder reduced pressure. Yield: 89%.

250 MHz-¹ H-NMR (in CDCl₃): δ [ppm]=2.40-2.55 (m, 2H), 3.78 (t, 2H),5.40 (bs, 2H), 5.95-6.20 8 m, 1H), 6.57 (d, 1H), 6.80-7.15 (m, 3H).

EXAMPLE 42-[1-[[2-(2-Fluorobenzyloxy)-ethoxy]imino]butyl]-2-hydroxy-5-(2H-tetrahydropyran-4-yl)-2-cyclohexen-1-one##STR33##

A mixture of 4.0 g (10 mmol) of2-butyryl-3-hydroxy-5-(2H-tetrahydropyran-4-yl)-2-cyclohexen-1-one and2.6 g (14 mmol) of 0-[2-(2-fluorobenzyloxy)ethyl]hydroxylamine in 100 mlof methanol was stirred for 24 hours. The reaction mixture wasevaporated down under reduced pressure and the crude product waschromatographed over 100 g of silica gel (column 30×4 cm; mobile phase:Ether). Yield: 54%

300 MHz-¹ H-NMR (in CDCl₃): δ [ppm]=0.93 (t, 3H), 1.20-1.77 (m, 7H),1.90 (m, 1H), 2.23 (m, 2H), 2.58 (m, 2H), 2.92 (m, 2H), 3.38 (t, 2H),3.80 (m, 2H), 4.03 (m, 2H), 4.25 (m, 2H), 4.68 (8 s, 2 h), 6.93-7.50 (m,4H), 14.30 (s, 1H).

Intermediate 4.1

N-[2-(2-Fluorobenzyloxy)-ethoxy]-phthalimide

108 ml of triethylamine were added dropwise to a mixture of 165 g (0.71mol) of 1-bromo-2-(2-fluorobenzyloxy)-ethane, 116 g (0.7 mol) ofN-hydroxyphthalimide and 710 ml of N-methyl-2-pyrrolidone at from 20° to25° C. in the course of 1 hour. After 5 hours at 60° C. the coldreaction mixture was poured into 200 ml of ice water and the precipitatewas filtered off under suction, washed with water and isopropanol anddried under reduced pressure over phosphorus pentoxide. Yield: 82%; mp.:62°-64° C.

250 MHz-¹ H-NMR (in d₆ -DMS): δ [ppm]=3.85 (m, 2H), 4.35 (m, 1H), 4.54(s, 2H), 7.10-7.40 (m, 4H), 7.88 (s, 4H).

Intermediate 4.2

O-[2-(2-Fluorobenzyloxy)-ethyl]-hydroxylamine

184 g (0.58 mol) of the phthalimido ether prepared above were introduceda little at a time into 270 ml of ethanolamine. After 3 hours at 60° C.,the cold reaction mixture was poured into 1000 ml of ice water. Thehydrolysis product was extracted with three times 800 ml ofdichloromethane. The combined organic phases were washed with 200 ml ofsaturated sodium chloride solution, and dried over magnesium sulfate andevaporated down under reduced pressure. Yield: 91%.

¹ H-NMR (250 MHz, CDCl₃): δ [ppm]=3.70 (dd, 2H), 3.85 (dd, 2H), 4.54(2H), 5.50 (bs, 2H), 7.00-7.50 (m, 4H).

The desired antidote effect of the compounds I occurs in particularduring use with herbicides from the group consisting of thecyclohexenone derivatives of the general formula II when theirsubstituents have the following meanings: ##STR34## R^(a) C₁ -C₆ -alkylas stated above, preferably C₁ -C₄ -alkyl, in particular C₁ -C₂ -alkyl;

R^(b)

is hydrogen;

one equivalent of an agriculturally useful cation;

C₁ -C₈ -alkylcarbonyl, in particular C₁ -C₆ -alkylcarbonyl, such asmethylcarbonyl, ethylcarbonyl, propylcarbonyl, 1-methylethylcarbonyl,butylcarbonyl, 1-methylpropylcarbonyl, 2-methylpropylcarbonyl,1,1-dimethylethylcarbonyl, pentylcarbonyl, 1-methylbutylcarbonyl,2-methylbutylcarbonyl, 3-methylbutylcarbonyl,1,1-dimethylpropylcarbonyl, 1,2-dimethylpropylcarbonyl,2,2-dimethylpropylcarbonyl, 1-ethylpropylcarbonyl, hexylcarbonyl,1-methylpentylcarbonyl, 2-methylpentylcarbonyl, 3-methylpentylcarbonyl,4-methylpentylcarbonyl, 1,1-dimethylbutylcarbonyl,1,2-dimethylbutylcarbonyl, 1,3-dimethylbutylcarbonyl,2,2-dimethylbutylcarbonyl, 2,3-dimethylbutylcarbonyl,3,3-dimethylbutylcarbonyl, 1-ethylbutylcarbonyl, 2-ethylbutylcarbonyl,1,1,2-trimethylpropylcarbonyl, 1,2,2-trimethylpropylcarbonyl,1-ethyl-1-methylpropylcarbonyl or 1-ethyl-2-methylpropylcarbonyl,preferably C₁ -C₄ -alkylcarbonyl, in particular C₁ -C₂ -alkylcarbonyl;

C₁ -C₁₀ -alkylsulfonyl, in particular C₁ -C₆ -alkylsulfonyl, such asmethylsulfonyl, ethylsulfonyl, propylsulfonyl, 1-methylethylsulfonyl,butylsulfonyl, 1-methylpropylsulfonyl, 2-methylpropylsulfonyl,1,1-dimethylethylsulfonyl, pentylsulfonyl, 1-methylbutylsulfonyl,2-methylbutylsulfonyl, 3-methylbutylsulfonyl,2,2-dimethylpropylsulfonyl, 1-ethylpropylsulfonyl, hexylsulfonyl,1,1-dimethylpropylsulfonyl, 1,2-dimethylpropylsulfonyl, 1-methylpentylsulfonyl, 2-methylpentylsulfonyl, 3-methylpentylsulfonyl,4-methylpentylsulfonyl, 1,1-dimethylbutylsulfonyl,1,2-dimethylbutylsulfonyl, 1,3-dimethylbutylsulfonyl,2,2-dimethylbutylsulfonyl, 2,2-dimethylbutylsulfonyl,3,3-dimethylbutylsulfonyl, 1-ethylbutylsulfonyl, 2-ethylbutylsulfonyl,1,1,2-trimethylpropylsulfonyl, 1,2,2-trimethylpropylsulfonyl,1-ethyl-1-methylpropylsulfonyl or 1-ethyl-2-methylpropylsulfonyl,preferably C₁ -C₄ -alkylsulfonyl, in particular C₁ -C₂ -alkylsulfonyl;

C₁ -C₁₀ -alkylphosphonyl, in particular C₁ -C₆ -alkylphosphonyl, such asmethylphosphonyl, ethylphosphonyl, propylphosphonyl,1-methylethylphosphonyl, butylphosphonyl, 1-methylpropylphosphonyl,2-methylpropylphosphonyl, 1,1-dimethylethylphosphonyl, pentylphosphonyl,1-methylbutylphosphonyl, 2-methylbutylphosphonyl,3-methylbutylphosphonyl, 2,2-dimethylpropylphosphonyl,1-ethylpropylphosphonyl, hexylphosphonyl, 1,1-dimethylpropylphosphonyl,1,2-dimethylpropylphosphonyl, 1-methylpentylphosphonyl,2-methylpentylphosphonyl, 3-methylpentylphosphonyl,4-methylpentylphosphonyl, 1,1-dimethylbutylphosphonyl,1,2-dimethylbutylphosphonyl, 1,3-dimethylbutylphosphonyl,2,2-dimethylbutylphosphonyl, 2,3-dimethylbutylphosphonyl,3,3-dimethylbutylphosphonyl, 1-ethylbutylphosphonyl,2-ethylbutylphosphonyl, 1,1,2-trimethylpropylphosphonyl,1,2,2-trimethylpropylphosphonyl, 1-ethyl-1-methylpropylphosphonyl or1-ethyl-2-methylpropylphosphonyl, preferably C₁ -C₄ -alkylphosphonyl, inparticular C₁ -C₂ -alkylphosphonyl;

benzoyl, benzenesulfonyl or benzenephosphonyl, where the aromatic ringsmay carry from one to five halogen atoms as stated above, preferablyfluorine or chlorine;

R^(c)

is hydrogen; CN; CHO;

C₁ -C₆ -alkyl as stated above, preferably C₁ -C₄ -alkyl, in particularC₁ -C₂ -alkyl, which may carry one of the following radicals:

C₁ -C₄ -alkoxy as stated above in general and in particular;

C₁ -C₄ -alkylthio as stated above in general and in particular;

phenoxy, phenylthio, pyridyloxy or pyridylthio, where the aromaticradicals in turn may carry from one to three of the following groups:nitro, cyano,

halogen as stated above in general and in particular;

C₁ -C₄ -alkyl as stated above in general and in particular;

C₁ -C₄ -haloalkyl, in particular C₁ -C₂ -haloalkyl as stated above ingeneral and in particular;

C₁ -C₄ -alkoxy as stated above in general and in particular;

C₁ -C₄ -haloalkoxy, in particular C₁ -C₂ -haloalkoxy as stated above ingeneral and in particular;

C₁ -C₄ -alkylthio as stated above in general and in particular;

C₃ -C₆ -alkenyl as stated above in general and in particular;

C₃ -C₆ -alkenyloxy, such as 2-propenyloxy, 2-butenyloxy, 3-butenyloxy,1-methyl-2-propenyloxy, 2-methyl-2-propenyloxy, 2-pentenyloxy,3-pentenyloxy, 4-pentenyloxy, 1-methyl-2-butenyloxy,2-methyl-2-butenyloxy, 3-methyl-2-butenyloxy, 1-methyl-3-butenyloxy,2-methyl-3-butenyloxy, 3-methyl-3-butenyloxy,1,1-dimethyl-2-propenyloxy, 1,2-dimethyl-2-propenyloxy,1-ethyl-2-propenyloxy, 2-hexenyloxy, 3-hexenyloxy, 4-hexenyloxy,5-hexenyloxy, 1-methyl-2-pentenyloxy, 2-methyl-2-pentenyloxy,3-methyl-2-pentenyloxy, 4-methyl-2-pentenyloxy, 1-methyl-3-pentenyloxy,2-methyl-3-pentenyloxy, 3-methyl-3-pentenyloxy, 4-methyl-3-pentenyloxy,1-methyl-4-pentenyloxy, 2-methyl-4-pentenyloxy, 3-methyl-4-pentenyloxy,4-methyl-4-pentenyloxy, 1,1-dimethyl-2-butenyloxy,1,1-dimethyl-3-butenyloxy, 1,2-dimethyl-2-butenyloxy,1,2-dimethyl-3-butenyloxy, 1,3-dimethyl-2-butenyloxy,1,3-dimethyl-3-butenyloxy, 2,2-dimethyl-3-butenyloxy,2,3-dimethyl-2-butenyloxy, 2,3-dimethyl-3-butenyloxy,3,3-dimethyl-2-butenyloxy, 1-ethyl-2-butenyloxy, 1-ethyl-3-butenyloxy,2-ethyl-2-butenyloxy, 2-ethyl-3-butenyloxy,1,1,2-trimethyl-2-propenyloxy, 1-ethyl-1-methyl-2-propenyloxy or1-ethyl-2-methyl-2-propenyloxy, preferably 2-propenyloxy;

C₃ -C₆ -alkynyl as stated above in general and in particular;

C₃ -C₆ -alkynyloxy, such as 2-propynyloxy, 2-butynyloxy, 3-butynyloxy,1-methyl-2-propynyloxy, 2-pentynyloxy, 3-pentynyloxy, 4-penynyloxy,1-methyl-2-butynyloxy, 1-methyl-3-butynyloxy, 2-methyl-3-butynyloxy,1,1-dimethyl-2-propynyloxy, 1-ethyl-2-propynyloxy, 2-hexynyloxy,3-hexynyloxy, 4-hexynyloxy, 5-hexynyloxy, 1-methyl-2-pentynyloxy,1-methyl-3pentynyloxy, 1-methyl-4-pentynyloxy, 2-methyl-3-pentynyloxy,2-methyl-4-pentynyloxy, 3-methyl-4-pentynyloxy, 4-methyl-2-pentynyloxy,1,1-dimethyl-2-butynyloxy, 1,1-dimethyl-3-butynyloxy,1,2-dimethyl-3-butynyloxy, 2,2-dimethyl-3-butynyloxy,1-ethyl-2-butynyloxy, 1-ethyl-3-butynyloxy, 2-ethyl -3-butynyloxy or1-ethyl-1-methyl-2-propynyloxy, preferably 2-propynyloxy,

or NR^(g) R^(h) ;

R^(g) is hydrogen;

C₁ -C₄ -alkyl as stated above in general and in particular;

C₃ -C₆ -alkenyl as stated above in general and in particular;

C₃ -C₆ -alkynyl as stated above in general and in particular;

C₁ -C₆ -alkylcarbonyl as stated above;

benzoyl which may carry from one to three of the following radicals:nitro, cyano,

halogen as stated above in general and in particular;

C₁ -C₄ -alkyl as stated above in general and in particular;

C₁ -C₄ -haloalkyl, in particular C₁ -C₂ -haloalkyl as stated above ingeneral and in particular;

C₁ -C₄ -alkoxy as stated above in general and in particular;

C₁ -C₄ -alkylthio as stated above in general and in particular;

R^(h) is hydrogen;

C₁ -C₄ -alkyl as stated above in general and in particular;

C₃ -C₆ -alkenyl as stated above in general and in particular;

R^(c) is furthermore

C₃ -C₇ -cycloalkyl as stated above or C₅ -C₇ -cycloalkenyl, such ascyclopent-1-enyl, cyclopent-2-enyl, cyclopent-3-enyl, cyclohex-1-enyl,cyclohex-2-enyl, cyclohex-3-enyl, cyclohept-1-enyl, cyclohept-2-enyl,cyclohept-3-enyl or cyclohept-4-enyl, where these rings may carry fromone to three of the following radicals:

hydroxyl;

halogen as stated above in general and in particular;

C₁ -C₄ -alkyl as stated above in general and in particular;

C₁ -C₄ -haloalkyl, in particular C₁ -C₂ -haloalkyl as stated above ingeneral and in particular;

C₁ -C₄ -alkoxy as stated above in general and in particular;

C₁ -C₄ -alkylthio as stated above in general and in particular;

benzylthio;

C₁ -C₄ -alkylsulfonyl, such as methylsulfonyl, ethylsulfonyl,propylsulfonyl, 1-methylethylsulfonyl, butylsulfonyl,1-methylpropylsulfonyl, 2-methylpropylsulfonyl or1,1-dimethylethylsulfonyl, preferably C₁ -C₂ -alkylsulfonyl;

C₁ -C₄ -alkylsulfenyl, such as methylsulfenyl, ethylsulfenyl,propylsulfenyl, 1-methylethylsulfenyl, butylsulfenyl,1-methylpropylsulfenyl, 2-methylpropylsulfenyl or1,1-dimethylethylsulfenyl, preferably C₁ -C₂ -alkylsulfenyl,

and C₁ -C₄ -alkylsulfinyl, such as methylsulfinyl, ethylsulfinyl,propylsulfinyl, 1-methylethylsulfinyl, butylsulfinyl,1-methylpropylsulfinyl, 2-methylpropylsulfinyl or1,1-dimethylethylsulfinyl, preferably C₁ -C₂ -alkylsulfinyl;

a 5-membered saturated ring which, in addition to carbon ring members,contains one or two oxygen or sulfur atoms or one oxygen and one sulfuratom, where this ring may carry from one to three of the followingradicals:

C₁ -C₄ -alkyl as stated above in general and in particular;

C₁ -C₄ -haloalkyl, in particular C₁ -C₂ -haloalkyl as stated above ingeneral and in particular;

C₁ -C₄ -alkoxy as stated above in general and in particular;

C₁ -C₄ -alkylthio as stated above in general and in particular;

a 6-membered or 7-membered saturated or monounsaturated or diunsaturatedring which, in addition to carbon ring members, contains one or twooxygen or sulfur atoms or from one to three nitrogen atoms and one ortwo oxygen or sulfur atoms, where this ring may carry from one to threeof the following radicals:

hydroxyl,

halogen as stated above in general and in particular;

C₁ -C₄ -alkyl as stated above in general and in particular;

C₁ -C₄ -haloalkyl, in particular C₁ -C₂ -haloalkyl as stated above ingeneral and in particular;

C₁ -C₄ -alkoxy as stated above in general and in particular;

C₁ -C₄ -alkythio as stated above in general and in particular;

a 5-membered aromatic ring which, in addition to carbon ring members,contains one or two nitrogen atoms and one oxygen or sulfur atom or 2nitrogen atoms or one oxygen or one sulfur atom, where this ring maycarry from one to three of the following radicals:

cyano;

halogen as stated above in general and in particular;

C₁ -C₄ -alkyl as stated above in general and in particular;

C₁ -C₄ -haloalkyl, in particular C₁ -C₂ -haloalkyl as stated above ingeneral and in particular;

C₁ -C₄ -alkoxy as stated above in general and in particular;

C₁ -C₄ -haloalkoxy, in particular C₁ -C₂ -haloalkoxy as stated above ingeneral and in particular;

C₁ -C₄ -alkylthio as stated above in general and in particular;

C₂ -C₆ -alkenyl as stated above in general and in particular;

C₂ -C₆ -alkenyloxy, such as ethenyloxy, 1-propenyloxy, 2-propenyloxy,1-methylethenyloxy, 1-butenyloxy, 2-butenyloxy, 3-butenyloxy,1-methyl-1-propenyloxy, 2-methyl-1-propenyloxy, 1-methyl-2-propenyloxy,2-methyl-2-propenyloxy, 1-pentenyloxy, 2-pentenyloxy, 3-pentenyloxy,4-pentenyloxy, 1-methyl-1-butenyloxy, 2-methyl-1-butenyloxy,3-methyl-1-butenyloxy, 1-methyl-2-butenyloxy, 2-methyl-2-butenyloxy,3-methyl-2-butenyloxy, 1-methyl-3-butenyloxy, 2-methyl-3-butenyloxy,3-methyl-3-butenyloxy, 1,1-dimethyl-2-propenyloxy,1,2-dimethyl-1-propenyloxy, 1,2-dimethyl-2-propenyloxy,1-ethyl-1-propenyloxy, 1-ethyl-2-propenyloxy, 1-hexenyloxy,2-hexenyloxy, 3-hexenyloxy, 4-hexenyloxy, 5-hexenyloxy,1-methyl-1-pentenyloxy, 2-methyl-1-pentenyloxy, 3-methyl-1-pentenyloxy,4-methyl-1-pentenyloxy, 1-methyl-2-pentenyloxy, 2-methyl-2-pentenyloxy,3-methyl-2-pentenyloxy, 4-methyl-2-pentenyloxy, 1-methyl-3-pentenyloxy,2-methyl-3-pentenyloxy, 3-methyl-3-pentenyloxy, 4-methyl-3-pentenyloxy,1-methyl-4-pentenyloxy, 2-methyl-4-pentenyloxy, 3-methyl-4-pentenyloxy,4-methyl-4-pentenyloxy, 1,1-dimethyl-2-butenyloxy,1,1-dimethyl-3-butenyloxy, 1,2-dimethyl-1-butenyloxy,1,2-dimethyl-2-butenyloxy, 1,2-dimethyl-3-butenyloxy,1,3-dimethyl-1-butenyloxy, 1,3-dimethyl-2-butenyloxy,1,3-dimethyl-3-butenyloxy, 2,2-dimethyl-3-butenyloxy,2,3-dimethyl-1-butenyloxy, 2,3-dimethyl-2-butenyloxy,2,3-dimethyl-3-butenyloxy, 3,3-dimethyl-1-butenyloxy,3,3-dimethyl-2-butenyloxy, 1-ethyl-1-butenyloxy, 1-ethyl-2-butenyloxy,1-ethyl-3-butenyloxy, 2-ethyl-1-butenyloxy, 2-ethyl-2-butenyloxy,2-ethyl-3-butenyloxy, 1,1,2-trimethyl-2-propenyloxy,1-ethyl-1-methyl-2-propenyloxy, 1-ethyl-2-methyl-1-propenyloxy or1-ethyl-2-methyl-2-propenyloxy, preferably C₂ -C₄ -alkenyloxy;

C₂ -C₆ -alkynyl as stated above in general and in particular;

C₂ -C₆ -alkynyloxy, such as ethynyloxy, 1-propynyloxy, 2-propynyloxy,1-butynyloxy, 2-butynyloxy, 3-butynyloxy, 1-methyl-2-propynyloxy,1-pentynyloxy, 2-pentynyloxy, 3-pentynyloxy, 4-pentynyloxy,1-methyl-2-butynyloxy, 1-methyl-3-butynyloxy, 2-methyl-3-butynyloxy,3-methyl-1-butynyloxy, 1,1-dimethyl-2-propynyloxy,1-ethyl-2-propynyloxy, 1-hexynyloxy, 2-hexynyloxy, 3-hexynyloxy,4-hexynyloxy, 5-hexynyloxy, 1-methyl-2-pentynyloxy,1-methyl-3-pentynyloxy, 1-methyl-4-pentynyloxy, 2-methyl-3-pentynyloxy,2-methyl-4-penynyloxy, 3-methyl-1-pentynyloxy, 3-methyl-4-penynyloxy,4-methyl-1-penynyloxy, 4-methyl-2-pentynyloxy,1,1-dimethyl-2-butynyloxy, 1,1-dimethyl-3-butynyloxy,1,2-dimethyl-3-butynyloxy, 2,2-dimethyl-3-butynyloxy,3,3-dimethyl-1-butynyloxy, 1-ethyl-2-butynyloxy, 1-ethyl-3-butynyloxy,2-ethyl-3-butynyloxy, or 1-ethyl-1-methyl-2-propynyloxy, preferably C₂-C₄ -alkynyloxy;

and C₁ -C₄ -alkoxy-C₁ -C₄ -alkyl, which is C₁ -C₄ -alkyl as stated aboveand substituted by C₁ -C₄ -alkoxy as stated above;

phenyl or pyridyl, where these rings may carry from one to three of thefollowing radicals: nitro, formyl, cyano,

halogen as stated above in general and in particular;

C₁ -C₄ -alkyl as stated above in general and in particular;

C₁ -C₄ -haloalkyl, in particular C₁ -C₂ -haloalkyl as stated above ingeneral and in particular;

C₁ -C₄ -alkoxy as stated above in general and in particular;

C₁ -C₄ -haloalkoxy, in particular C₁ -C₂ -haloalkoxy as stated above ingeneral and in particular;

C₁ -C₄ -alkylthio as stated above in general and in particular;

C₂ -C₆ -alkenyl as stated above in general and in particular;

C₂ -C₆ -alkenyloxy as stated above in general and in particular;

C₃ -C₆ -alkynyl as stated above in general and in particular;

C₃ -C₆ -alkynyloxy as stated above in general and in particular;

and NR^(k) R^(l) ;

R^(k) is hydrogen;

C₁ -C₄ -alkyl as stated above in general and in particular;

C₃ -C₆ -alkenyl as stated above in general and in particular;

C₃ -C₆ -alkynyl as stated above in general and in particular;

R^(l) is hydrogen;

C₁ -C₄ -alkyl as stated above in general and in particular;

C₃ -C₆ -alkenyl as stated above in general and in particular;

C₃ -C₆ -alkynyl as stated above in general and in particular;

C₁ -C₆ -alkylcarbonyl as stated above, preferably C₁ -C₆ -alkylcarbonyl,in particular C₁ -C₂ -alkylcarbonyl;

benzoyl, which may carry from one to three of the following radicals,nitro, cyano,

halogen as stated above in general and in particular;

C₁ -C₄ -alkyl as stated above in general and in particular;

C₁ -C₄ -haloalkyl, in particular C₁ -C₂ -haloalkyl as stated above ingeneral and in particular;

C₁ -C₄ -alkoxy as stated above in general and in particular;

C₁ -C₄ -alkylthio as stated above in general and in particular;

R^(d) is hydrogen; hydroxyl; or, if R^(c) is C₁ -C₆ -alkyl as statedabove, also C₁ -C₆ -alkyl;

R^(e) is hydrogen; cyano;

halogen as stated above in general and in particular;

C₁ -C₄ -alkoxycarbonyl as stated above in general and in particular;

C₁ -C₄ -alkylketoxime, such as methylketoxime, ethylketoxime,propylketoxime, 1-methylethylketoxime, butylketoxime,1-methylpropylketoxime, 2-methylpropylketoxime or1,1-dimethylethylketoxime;

C₁ -C₆ -alkylene [--(CH₂)_(a) --; a=1, 2, 3, 4, 5 or 6], C₃ -C₆-alkenylene [--(CH₂)_(b) --CH═CH--(CH)_(c) --; b=1, 2 or 3, c=0, 1, 2 or3, and the sum b+c=1, 2, 3 or 4] or C₃ -C₆ -alkynylene [--(CH₂)_(b)--C*C--(CH)_(c), where b and c have the abovementioned meanings and * isa triple bond], and these groups X¹ may carry a methylene group (═CH₂)and/or from one to three of the following radicals:

halogen as stated above in general and in particular;

and C₁ -C₃ -alkyl, such as methyl, ethyl, propyl or 1-methylethyl,preferably methyl;

C₃ -C₆ -alkylene or C₃ -C₆ -alkenylene as stated above, where, in eachof these radicals, a methylene group may be replaced with oxygen,sulfur, SO, SO₂ or NR^(i) [--(CH₂)_(f) --W'--(CH₂)_(g) --; f=1, 2, 3, 4or 5; g=0, 1, 2, 3 or 4 and the sum f+g=2, 3, 4 or 5; W'=O, S, SO, SO₂or NR^(i), or --(CH₂)_(h) --(CH═CH)_(i) --(CH₂)_(k) --W'--(CH₂)_(l)--(CH═CH)_(m) --(CH₂)_(n) -- where i and m are each 0 or 1 and the sumi+m=1; h=0, 1, 2 or 3 and the sum of h, i and k may be 1, 2, 3, 4 or 5;k, and n are each 0, 1, 2 or 3 and the sum of h, k, l and n is 1, 2 or3] and where these groups may carry from one to three C₁ -C₃ -alkylradicals as stated above instead of hydrogen atoms;

R^(i) is hydrogen;

C₁ -C₄ -alkyl as stated above in general and in particular;

C₃ -C₆ -alkenyl as stated above in general and in particular;

C₃ -C₆ -alkynyl as stated above in general and in particular;

R^(f) is hydrogen; CH═CH--Z¹, where

Z¹ is hydrogen; cyano; carboxyl;

halogen as stated above in general and in particular;

C₁ -C₄ -alkyl as stated above in general and in particular;

C₁ -C₄ -alkoxy as stated above in general and in particular;

C₁ -C₈ -alkoxycarbonyl as stated above, preferably C₁ -C₄-alkoxycarbonyl, in particular C₁ -C₂ -alkoxycarbonyl;

benzyloxycarbonyl;

phenyl, thienyl or pyridyl, when these radicals may carry from one tothree of the following groups: nitro, cyano,

halogen as stated above in general and in particular;

C₁ -C₄ -alkyl as stated above in general and in particular;

C₁ -C₄ -haloalkyl, in particular C₁ -C₂ -haloalkyl as stated above ingeneral and in particular;

C₁ -C₄ -alkoxy as stated above in general and in particular;

C₁ -C₄ -haloalkoxy, in particular C₁ -C₂ -haloalkoxy as stated above ingeneral and in particular;

C₁ -C₄ -alkylthio as stated above in general and in particular;

or C₃ -C₆ -cycloalkyl as stated above, where the cyclic radical in turnmay furthermore carry from one to three of the following groups:

halogen as stated above in general and in particular;

C₁ -C₄ -alkyl as stated above in general and in particular;

C₁ -C₄ -haloalkyl, in particular C₁ -C₂ -haloalkyl as stated above ingeneral and in particular;

C₁ -C₄ -alkoxy as stated above in general and in particular;

R^(f) is furthermore

ethynyl, which may carry one of the following radicals:

C₁ -C₄ -alkyl as stated above in general and in particular;

or C₃ -C₆ -cycloalkyl as stated above, where these groups mayfurthermore carry from one to three of the following radicals: hydroxyl,

halogen as stated above in general and in particular;

C₁ -C₄ -alkyl as stated above in general and in particular;

C₁ -C₄ -haloalkyl, in particular C₁ -C₂ -haloalkyl as stated above ingeneral and in particular;

C₁ -C₄ -alkoxy as stated above in general and in particular;

ethynyl which carries one of the following radicals: phenyl, thienyl orpyridyl, where the aromatic radicals may carry from one to three of thefollowing groups: nitro, cyano,

halogen as stated above in general and in particular;

C₁ -C₄ -alkyl as stated above in general and in particular;

C₁ -C₄ -haloalkyl, in particular C₁ -C₂ -haloalkyl as stated above ingeneral and in particular;

C₁ -C₄ -alkoxy as stated above in general and in particular;

C₁ -C₄ -haloalkoxy, in particular C₁ -C₂ -haloalkoxy as stated above ingeneral and in particular;

C₁ -C₄ -alkylthio as stated above in general and in particular;

phenyl, a 5-membered aromatic ring which, in addition to carbon ringmembers, contains one or two nitrogen atoms and one oxygen or sulfuratom or two nitrogen atoms or one oxygen or one sulfur atom, or a6-membered aromatic ring which, in addition to carbon ring members,contains from one to four nitrogen atoms, where these aromatics andheteroaromatics may be partially or completely halogenated and mayfurthermore carry from one to three of the following radicals:

nitro;

C₁ -C₄ -haloalkoxy, in particular C₁ -C₂ -haloalkoxy as stated above ingeneral and in particular;

C₁ -C₄ -alkylthio as stated above in general and in particular;

C₁ -C₄ -haloalkythio, in particular C₁ -C₂ -haloalkylthio, such aschloromethylthio, dichloromethylthio, trichloromethylthio,fluoromethylthio, difluoromethylthio, trifluoromethylthio,chlorofluoromethylthio, dichlorofluoromethylthio,chlorodifluoromethylthio, 1-fluoroethylthio, 2-fluoroethylthio,2,2-difluoroethylthio, 2,2,2-trifluoroethylthio,2-chloro-2-fluoroethylthio, 2-chloro-2,2-difluoroethylthio,2,2-dichloro-2-fluoroethylthio, 2,2,2-trichloroethylthio orpentafluoroethylthio, preferably trichloromethylthio;

the radicals stated for Z¹

and NR^(k) R^(l), where R^(k) and R^(l) have the abovementionedmeanings.

5-membered saturated rings R^(c) which, in addition to carbon members,contain one or two oxygen or sulfur atoms or one oxygen and one sulfuratom are understood as meaning the following groups:2-tetrahydrofuranyl, 3-tetrahydrofuranyl, 2-tetrahydrothienyl,3-tetrahydrothienyl, 1,3-dioxolan-2-yl, 1,3-dioxolan-4-yl,1,3-dithiolan-2-yl, 1,3-dithiolan-4-yl, 1,3-thioxolan-2- yl,1,3-thioxolan-4-yl and 1,3-thioxolan-5-yl.

6-membered or 7-membered saturated or monounsaturated or diunsaturatedrings R^(c) which, in addition to carbon ring members, contain one ortwo oxygen or sulfur atoms or one oxygen and one sulfur atom areunderstood as meaning the following groups: oxan-2-yl, oxan-3-yl,oxan-4-yl, oxepan-2-yl, oxepan-3-yl, oxepan-4-yl, oxepan-5-yl,thioxan-2-yl, thioxan-3-yl, thioxan-4-yl, thioxepan-2-yl,thioxepan-3-yl, thioxepan-4-yl, thioxepan-5-yl, 1,3-dioxan-2-yl,1,3-dioxan-4-yl, 1,3-dioxepan-2-yl, 1,3-dioxepan-4-yl,1,3-dioxepan-5-yl, 1,3-thioxan-2-yl, 1,3-thioxan-4-yl, 1,3-thioxan-5-yl,1,3-thioxepan-2-yl, 1,3-thioxepan-4-yl, 1,3-thioxepan-5-yl,1,3-thioxepan-6-yl, 1,3-thioxepan-7-yl, 1,3-dithioxan-2-yl,1,3-dithioxan-4-yl, 1,3-dithioxepan-2-yl, 1,3-dithioxepan-4-yl,1,3-dithioxepan-5-yl, 1,4-dioxan-2-yl, 1,4-dioxepan-2-yl,1,4-dioxepan-5-yl, 1,4-dioxepan-6-yl, 1,4-dithioxan-2-yl,1,4-dithioxepan-6-yl, 1,4-thioxan-2-yl, 1,4-thioxan-3-yl,1,4-thioxan-5-yl, 1,4-thioxan-6-yl, 1,4-thioxepan-2-yl,1,4-thioxepan-3-yl, 1,4-thioxepan-5-yl, 1,4-thioxepan-6-yl,1,4-thioxepan-7-yl, oxin-2-yl, oxin-3-yl, oxin-4-yl, oxepin-2-yl,oxepin-3-yl, oxepin-4-yl, oxepin-5-yl, thioxin-2-yl, thioxin-3-yl,thioxin-4-yl, thioxepin-2-yl, thioxepin-3-yl, thioxepin-4-yl,thioxepin-5-yl, 1,3-dioxin-2-yl, 1,3-dioxin-4-yl, 1,3-dioxepin-2-yl,1,3-dioxepin-4-yl, 1,3-dioxepin-5-yl, 1,3-thioxin-2-yl,1,3-thioxin-4-yl, 1,3-thioxin-5-yl, 1,3-thioxepin-2-yl,1,3-thioxepin-4-yl, 1,3-thioxepin-5-yl, 1,3-thioxepin-6-yl,1,3-thioxepin-7-yl, 1,3-dithioxin-2-yl, 1,3-dithioxin-4-yl,1,3-dithioxepin-2-yl, 1,3-dithioxepin-4-yl, 1,3-dithioxepin-5-yl,1,4-dioxin-2-yl, 1,4-dioxepin-2-yl, 1,4-dioxepin-5-yl,1,4-dioxepin-6-yl, 1,4-dithioxin-2-yl, 1,4-dithioxepin-2-yl,1,4-dithioxepin-5-yl, 1,4-dithioxepin-6-yl, 1,4-thioxin-2-yl,1,4-thioxin-3-yl, 1,4-thioxin-5-yl, 1,4-thioxin-6-yl,1,4-thioxepin-2-yl, 1,4-thioxepin-3-yl, 1,4-thioxepin-5-yl,1,4-thioxepin-6-yl or 1,4-thioxepin-7-yl.

5-membered aromatic rings R^(c) and R^(f) which, in addition to carbonatoms, may contain from one to three nitrogen atoms and one oxygen orone sulfur atom as heteroatoms or which, in addition to carbon atoms,may contain from one to three nitrogen atoms or one oxygen or one sulfuratom as heteroatoms are understood as meaning the following groups:2-furyl, 3-furyl, 2-thienyl, 3-thienyl, 2-pyrrolyl, 3-pyrrolyl,3-isoxazolyl, 4-isoxazolyl, 5-isoxazolyl, 3-isothiazolyl,4-isothiazolyl, 5-isothiazolyl, 3-pyrazolyl, 4-pyrazolyl, 5-pyrazolyl,2-oxazolyl, 4-oxazolyl, 5-oxazolyl, 2-thiazolyl, 4-thiazolyl,5-thiazolyl, 2-imidazolyl, 4-imidazolyl, 1,2,4-oxadiazol-3-yl,1,2,4-oxadiazol-5-yl, 1,2,4-thiadiazol-3-yl, 1,2,4-thiadiazol-5-yl,1,2,4-triazol-3-yl, 1,3,4-oxadiazol-2-yl, 1,3,4,-thiadiazol-2-yl or1,3,4-triazol-2-yl.

6-membered aromatic rings R^(f) which, in addition to carbon atoms, maycontain from one to four nitrogen atoms as heteroatoms are preferablyunderstood as meaning the following groups: 2-pyridyl, 3-pyridyl,4-pyridyl, 3-pyridazinyl, 4-pyridazinyl, 2-pyrimidinyl, 4-pyrimidinyl,5-pyrimidinyl, 2-pyrazinyl, 1,3,5-triazin-2-yl or 1,2,4-triazin-3-yl, inparticular 2-pyridyl, 3-pyridyl and 4-pyridyl.

Very particularly preferred are cyclohexenone drivatives of the formulaII whose toleration by crop plants can be improved by substitutedpyrido[2,3-d]pyrimidines I and I' as shown in Tables II.1 to II.8 below:

                                      TABLE II.1    __________________________________________________________________________     ##STR35##    No. R.sup.a            R.sup.c          W           R.sup.f Reference    __________________________________________________________________________    A.001        n-C.sub.3 H.sub.7            2-(Ethylthio)propyl                             CH.sub.2 CH.sub.2                                         H       DE-A 2 822 304    A.002        C.sub.2 H.sub.5            2-(Ethylthio)propyl                             CH.sub.2 CHCCl                                         H       US-A 4 440 566    A.003        n-C.sub.3 H.sub.7            2-(Ethylthio)propyl                             CH.sub.2 CHCCl                                         H       US-A 4 440 566    A.004        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                             CH.sub.2 CH.sub.2                                         H       EP-A 71 707    A.005        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                             CH.sub.2 CH.sub.2                                         H       EP-A 71 707    A.006        CH.sub.3            Tetrahydrothiopyran-3-yl                             CH.sub.2 CHCCH.sub.3                                         H       EP-A 71 707    A.007        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                             CH.sub.2 CH.sub.2                                         H       EP-A 71 707    A.008        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                             CH.sub.2 CHCCl                                         H       EP-A 142 741    A.009        n-C.sub.3 H.sub.7            Pyridin-3-yl     CH.sub.2 CH.sub.2                                         H       EP-A 66 195    A.010        C.sub.2 H.sub.5            4-CH.sub.3 -phenyl                             CH.sub.2 CH.sub.2                                         H       DE-A 24 39 104    A.011        C.sub.2 H.sub.5            4-C.sub.2 H.sub.5 -phenyl                             CH.sub.2 CHCCH.sub.3                                         H       DE-A 38 08 072    A.012        C.sub.2 H.sub.5            2,4,6-(CH.sub.3).sub.3 -phenyl                             CH.sub.2 CH.sub.2                                         H       EP-A 88 301    A.013        n-C.sub.3 H.sub.7            4-CH.sub.3 -cyclohexyl                             CH.sub.2 CHCCl                                         H       EP-A 88 299    A.014        n-C.sub.3 H.sub.7            4-CH.sub.3 -cyclohexyl                             CH.sub.2 CHCCH.sub.3                                         H       EP-A 88 299    A.015        C.sub.2 H.sub.5            3-Isopropyl-isoxazol-5-yl                             CH.sub.2 CHCCH.sub.3                                         H       EP-A 238 021    A.016        n-C.sub.3 H.sub.7            3-Isopropyl-isoxazol-5-yl                             CH.sub.2 CHCCH.sub.3                                         H       EP-A 238 021    A.017        C.sub.2 H.sub.5            4-(HCCCH.sub.2 O)-pheny                             CH.sub.2 CHCCl                                         H       EP-A 137 174    A.018        n-C.sub.3 H.sub.7            4-C.sub.2 H.sub.5 OCH.sub.2 -phenyl                             CH.sub.2 CH.sub.2                                         H       EP-A 2 137 200    A.019        n-C.sub.3 H.sub.7            3,4-Br.sub.2 -tetrahydropyran-3-yl                             CH.sub.2 CH.sub.2                                         H       EP-A 230 235    A.020        n-C.sub.3 H.sub.7            3,4-Br.sub.2 -tetrahydropyran-3-yl                             CH.sub.2 CHCCl                                         H       EP-A 230 235    A.021        n-C.sub.3 H.sub.7            2,6,6-(CH.sub.3).sub.3 -cyclohex-1-enyl                             CH.sub.2 CHCCl                                         H       EP-A 46 860    A.022        n-C.sub.3 H.sub.7            Cyclohexyl       CH.sub.2 CH.sub.2                                         H       JP-A 540 191 945    A.023        n-C.sub.3 H.sub.7            Cyclohex-1-enyl  CH.sub.2 CH.sub.2                                         H       EP-A 46 860    A.024        CH.sub.3            4-CH.sub.3 -cyclohexyl                             CH.sub.2 CHCCl                                         H       EP-A 88 299    A.025        n-C.sub.3 H.sub.7            4-CF.sub.3 -phenyl                             CH.sub.2 CH.sub.2                                         H       EP-A 137 174    A.026        C.sub.2 H.sub.5            2,6,6-(CH.sub.3).sub.3 -cyclohex-1-enyl                             CH.sub.2 CHCCl                                         H       EP-A 46 860    A.027        n-C.sub.3 H.sub.7            2-CH.sub.3 -thiazol-4-yl                             CH.sub.2 CHCCH.sub.3                                         H       EP-A 125 094    A.028        n-C.sub.3 H.sub.7            2-CH.sub.3 -thiazol-4-yl                             CH.sub.2 CHCCl                                         H       EP-A 125 094    A.029        n-C.sub.3 H.sub.7            2,4,6-(CH.sub.3).sub.3 -cyclohexyl                             CH.sub.2 CH.sub.2                                         H       EP-A 88 299    A.030        n-C.sub.3 H.sub.7            3-C.sub.2 H.sub.5 S-4-OH-4-CH.sub.3 -cyclohexyl                             CH.sub.2 CHCH                                         H       EP-A 228 598    A.031        C.sub.2 H.sub.5            3,4-(OH).sub.2 -cyclohexyl                             CH.sub.2 CH.sub.2                                         H       EP-A 228 598    A.032        n-C.sub.3 H.sub.7            1-CH.sub.3 -pyrazol-3-yl                             CH.sub.2 CH.sub.2                                         H       EP-A 66 195    A.033        n-C.sub.3 H.sub.7            1-CH.sub.3 -pyrrol-3-yl                             CH.sub.2 CHCCl                                         H       EP-A 66 195    A.034        n-C.sub.3 H.sub.7            2-CH.sub.3 -thiazol-4-yl                             CH.sub.2 CHCH                                         H       EP-A 125 094    A.035        n-C.sub.3 H.sub.7            (CH.sub.3 CH.sub.2 S).sub.2 -methyl                             CH.sub.2 CH.sub.2 CH.sub.2                                         H       EP-A 230 260    A.036        n-C.sub.3 H.sub.7            1-Oxo-tetrahydrothiopyran-3-yl                             CH.sub.2 CH.sub.2                                         H       EP-A 115 808    A.037        n-C.sub.3 H.sub.7            1,1-Dioxo-tetrahydrothiopyran-3-yl                             CH.sub.2 CH.sub.2                                         H       EP-A 115 808    A.038        n-C.sub.3 H.sub.7            1,1-Dioxo-tetrahydrothiopyran-3-yl                             CH.sub.2 CHCH                                         H       Proceedings Brit.                                                 Crop-Protection                                                 Conference-                                                 weeds 1985 Vol. 1                                                 pp. 93-98    A.039        CH.sub.3            4-F-phenyl-thioethyl                             CH.sub.2 CH.sub.2                                         H       EP 254 514    A.040        C.sub.2 H.sub.5            4-F-phenyl-thioethyl                             CH.sub.2 CH.sub.2                                         H       EP 254 514    A.041        C.sub.2 H.sub.5            4-F-phenyl-thioethyl                             CH.sub.2 CHCH                                         H       EP 254 514    A.042        C.sub.2 H.sub.5            4-F-phenyl-thioethyl                             CH.sub.2 CHCHCH.sub.2                                         H       EP 254 514    A.043        n-C.sub.3 H.sub.7            4-F-phenyl-thioethyl                             CH.sub.2 CHCH                                         H       EP 254 514    A.044        n-C.sub.3 H.sub.7            Formyl           CH.sub.2 CH.sub.2                                         H       EP 319 835    A.045        n-C.sub.3 H.sub.7            1-CH.sub.3 S-cyclopropyl                             CH.sub.2 CH.sub.2                                         H       EP 243 313    A.046        n-C.sub.3 H.sub.7            1-CH.sub.3 S-cyclopropyl                              ##STR36##  H       EP 243 313    A.047        C.sub.2 H.sub.5            1-CH.sub.3 S-cyclopropyl                              ##STR37##  H       EP 243 313    A.048        C.sub.2 H.sub.5            1-CH.sub.3 S-cyclopropyl                              ##STR38##  H       EP 243 313    A.049        C.sub.2 H.sub.5            1-C.sub.2 H.sub.5 S-cyclopropyl                              ##STR39##  H       EP 243 313    A.050        n-C.sub.3 H.sub.7            1-C.sub.2 H.sub.5 S-cyclopropyl                              ##STR40##  H       EP 243 313    A.051        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                             CH.sub.2 CHCHCH.sub.2                                         4-Cl-phenyl                                                 EP-A 89 120 558    A.052        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                             CH.sub.2 CH.sub.2 CHCH                                         4-Cl-phenyl                                                 EP-A 89 120 558    A.053        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                             CH.sub.2 CH.sub.2 CHCH                                         4-F-phenyl                                                 EP-A 89 120 558    A.054        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                             CH.sub.2 CH.sub.2 CHCH                                         4-F-phenyl                                                 EP-A 89 120 558    A.055        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                             CH.sub.2 CHCHCH.sub.2                                         Phenyl  EP-A 89 120 558    A.056        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                             CH.sub.2    5-Cl-thien-2-yl                                                 EP-A 177 913    A.057        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                             CH.sub.2    5-Cl-thien-2-yl                                                 EP-A 177 913    A.058        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                             CH.sub.2    5-Cl-thien-2-yl                                                 EP-A 177 913    A.059        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                             CH.sub.2    5-Cl-thien-2-yl                                                 EP-A 177 913    A.060        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                             CH.sub.2    Thien-2-yl                                                 EP-A 177 913    A.061        CH.sub.3            Tetrahydropyran-3-yl                             CH.sub.2    Thien-2-yl                                                 EP-A 177 913    A.062        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                             CH.sub.2    Thien-2-yl                                                 EP-A 117 913    A.063        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                             (CH.sub.2).sub.4                                         4-F-phenyl                                                 DE-A 38 38 309    A.064        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                             (CH.sub.2).sub.4                                         4-F-phenyl                                                 DE-A 38 38 309    A.065        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                             (CH.sub.2).sub.4                                         4-F-phenyl                                                 DE-A 38 38 309    A.066        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                             (CH.sub.2).sub.4                                         4-F-phenyl                                                 DE-A 38 38 309    A.067        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                             (CH.sub.2).sub.4                                         4-F-phenyl                                                 DE-A 38 38 309    A.068        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                             (CH.sub.2).sub.4                                         4-F-phenyl                                                 DE-A 38 38 309    A.069        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                             (CH.sub.2).sub.4                                         4-Cl-phenyl                                                 DE-A 38 38 309    A.070        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                             (CH.sub.2).sub.4                                         4-Cl-phenyl                                                 DE-A 38 38 309    A.071        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                             (CH.sub.2).sub.4                                         4-Cl-phenyl                                                 DE-A 38 38 309    A.072        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                             (CH.sub.2).sub.4                                         4-Cl-phenyl                                                 DE-A 38 38 309    A.073        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                             (CH.sub.2).sub.4                                         4-Cl-phenyl                                                 DE-A 38 38 309    A.074        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                             (CH.sub.2).sub.4                                         4-Cl-phenyl                                                 DE-A 38 38    __________________________________________________________________________                                                 309

                                      TABLE II.2    __________________________________________________________________________     ##STR41##                                      phys. data (NMR data in ppm)    Ex.  R.sup.a              W             R.sup.f   (M.p. in °C.)    __________________________________________________________________________    A.075         C.sub.2 H.sub.5              CH.sub.2CHCH  Phenyl    103-104    A.076         n-C.sub.3 H.sub.7              CH.sub.2CHCH  Phenyl    4.7(d, 2H), 6.3(dt, 1H), 6.7(d, 1H),                                      7.2-7.5(2m, 5H)    A.077         C.sub.2 H.sub.5              CH.sub.2CHCH  4-Cl-phenyl                                      106-107    A.078         n-C.sub.3 H.sub.7              CH.sub.2CHCH  4-Cl-phenyl                                      4.7(d, 2H), 6.3(dt, 1H), 6.65(d, 1H),                                      7.2-7.5(m, 4H)    A.079         C.sub.2 H.sub.5              CH.sub.2CHCH  4-F-phenyl                                      90-91    A.080         n-C.sub.3 H.sub.7              CH.sub.2CHCH  4-F-phenyl                                      4.6(d, 2H), 6.2(dt, 1H), 6.6(d, 1H),                                      7.0(m, 2H), 7.4(m, 2H)    A.081         C.sub.2 H.sub.5              CH.sub.2CHCH  2,4-Cl.sub.2 -phenyl                                      123-124    A.082         n-C.sub.3 H.sub.7              CH.sub.2CHCH  2,4-Cl.sub.2 -phenyl                                      80-82    A.083         C.sub.2 H.sub.5              (CH.sub.2).sub.3 CHCH                            Phenyl    80-82    A.084         n-C.sub.3 H.sub.7              (CH.sub.2).sub.3 CHCH                            Phenyl    4.1(t, 2H), 6.2(dt, 1H), 6.4(d, 1H),                                      7.2-7.4(m, 5H)    A.085         C.sub.2 H.sub.5              (CH.sub.2).sub.3 CHCH                            4-Cl-phenyl                                      108-110    A.086         n-C.sub.3 H.sub.7              (CH.sub.2).sub.3 CHCH                            4-Cl-phenyl                                      4.1(t, 2H), 6.2(dt, 1H), 6.4(d, 1H),                                      7.3(s, 4H)    A.087         C.sub.2 H.sub.5              (CH.sub.2).sub.3                            Phenyl    4.0(t, 2H), 7.0-7.4(m, 5H)    A.088         n-C.sub.3 H.sub.7              (CH.sub.2).sub.3                            Phenyl    4.0(t, 2H), 7.0-7.4(m, 5H)    A.089         C.sub.2 H.sub.5               ##STR42##    Phenyl    3.3(s, 2H), 4.4(s, 2H), 5.1 and 5.2(2s,                                      2H), 7.1-7.4(m, 5H)    A.090         n-C.sub.3 H.sub.7               ##STR43##    Phenyl    3.35(s, 2H), 4.4(s, 2H), 5.0 and                                      5.1(2s, 2H), 7.0-7.4(m, 5H)    A.091         C.sub.2 H.sub.5              CH.sub.2 CHCH 4-Br-phenyl                                      89-91    A.092         n-C.sub.3 H.sub.7              CH.sub.2 CHCH 4-Br-phenyl                                      97-99    A.093         C.sub.2 H.sub.5              CH.sub.2 CHCH 4-CH.sub.3 -phenyl                                      103-105    A.094         n-C.sub.3 H.sub.7              CH.sub.2 CHCH 4-CH.sub.3 -phenyl                                      88-90    A.095         C.sub.2 H.sub.5              CH.sub.2 CHCH 4-CF.sub.3 -phenyl                                      97-98    A.096         n-C.sub.3 H.sub.7              CH.sub.2 CHCH 4-CF.sub.3 -phenyl                                      4.75(d, 2H), 6.45(dt, 1H), 6.75(d, 1H),                                      7.4-7.8(m, 4H)    A.097         C.sub.2 H.sub.5              CH.sub.2 CHCH 4-C.sub.6 H.sub.5 O-phenyl                                      4.65(d, 2H), 6.25(dt, 1H), 6.65(d, 1H),                                      6.9-7.6(3m, 9H)    A.098         n-C.sub.3 H.sub.7              CH.sub.2 CHCH 4-C.sub.6 H.sub.5 O-phenyl                                      4.65(d, 2H), 6.25(dt, 1H), 6.65(d, 1H),                                      6.9-7.5(3m, 9H)    A.099         C.sub.2 H.sub.5              CH.sub.2 CHC(CH.sub.3)                            Phenyl    77-78    A.100         n-C.sub.3 H.sub.7              CH.sub.2 CHC(CH.sub.3)                            Phenyl    2.15(s, 3H), 4.75(d, 2H), 5.95(t, 1H),                                      7.2-7.6(m, 5H)    A.101         C.sub.2 H.sub.5              CH.sub.2 CHCH 2-Cl-phenyl                                      97-98    A.102         n-C.sub.3 H.sub.7              CH.sub.2 CHCH 2-Cl-phenyl                                      87-89    A.103         C.sub.2 H.sub.5              (CH.sub.2).sub.3                            4-F-phenyl                                      4.05(t, 2H), 6.9-7.2(2m, 4H)    A.104         n-C.sub.3 H.sub.7              (CH.sub.2).sub.3                            4-F-phenyl                                      4.05(t, 2H), 6.9-7.2(2m, 4H)    A.105         C.sub.2 H.sub.5              (CH.sub.2).sub.3                            2,4-Cl.sub.2 -phenyl                                      63-65    A.106         n-C.sub.3 H.sub.7              (CH.sub.2).sub.3                            2,4-Cl.sub.2 -phenyl                                      4.05(t, 2H), 7.05-7.4(2m, 3H)    A.107         C.sub.2 H.sub.5              (CH.sub.2).sub.3                            4-Br-phenyl                                      4.05(t, 2H), 7.05 and 7.45(2m, 4H)    A.108         n-C.sub.3 H.sub.7              (CH.sub.2).sub.3                            4-Br-phenyl                                      4.05(t, 2H), 7.05 and 7.45(2m, 4H)    A.109         C.sub.2 H.sub.5              (CH.sub.2).sub.3                            2-Cl-phenyl                                      4.1(t, 2H), 7.05-7.4(m, 4H)    A.110         n-C.sub.3 H.sub.7              (CH.sub.2).sub.3                            2-Cl-phenyl                                      4.1(t, 2H), 7.05-7.4(m, 4H)    A.111         C.sub.2 H.sub.5              (CH.sub.2).sub.3                            4-Cl-phenyl                                      4 05(t, 2H), 7.0-7.4(m, 4H)    A.112         n-C.sub.3 H.sub.7              (CH.sub.2).sub.3                            4-Cl-phenyl                                      4.05(t, 2H), 7.0-7.4(m, 4H)    A.113         C.sub.2 H.sub.5              CH.sub.2 CHCH 3,5-Cl.sub.2 -phenyl                                      75-77    A.114         n-C.sub.3 H.sub.7              CH.sub.2 CHCH 3,5-Cl.sub.2 -phenyl                                      70-73    A.115         C.sub.2 H.sub.5              CH.sub.2 CH.sub.2 CH(CH.sub.3)                            Phenyl    1.25(d, 3H), 3.95(m, 2H), 7.05-7.4(m,                                      5H)    A.116         n-C.sub.3 H.sub.7              CH.sub.2 CH.sub.2 CH(CH.sub.3)                            Phenyl    1.25(d, 3H), 3.95(m, 2H), 7.05-7.4(m,                                      5H)    A.117         C.sub.2 H.sub.5              (CH.sub.2).sub.3                            3,5-Cl.sub.2 -phenyl                                      82-84    A.118         n-C.sub.3 H.sub.7              (CH.sub.2).sub.3                            3,5-Cl.sub.2 -phenyl                                      4.05(t, 2H), 7.0-7.25(m, 3H)    A.119         C.sub.2 H.sub.5              CH.sub.2 CH.sub.2 C(CH.sub.2)                            Phenyl    4.15(t, 2H), 5.15(s, 1H), 5.25(s, 1H),                                      7.2-7.6(m, 5H)    A.120         n-C.sub.3 H.sub.7              CH.sub.2 CH.sub.2 C(CH.sub.2)                            Phenyl    4.15(t, 2H), 5.15(s, 1H), 5.25(s, 1H),                                      7.2-7.6(m, 5H)    A.121         CH.sub.3              CH.sub.2 CHCH 2,4-Cl.sub.2 -phenyl                                      107-108    A.122         CH.sub.3              CH.sub.2 CHCH 4-Cl-phenyl                                      104-106    A.123         C.sub.2 H.sub.5              (CH.sub.2).sub.5                            4-Cl-phenyl                                      4.05(t, 2H), 7.0-7.4(2m, 4H)    A.124         n-C.sub.3 H.sub.7              (CH.sub.2).sub.5                            4-Cl-phenyl                                      64-66    A.125         C.sub.2 H.sub.5              CH.sub.2 CHCH 3,4-Cl.sub.2 -phenyl                                      4.7(d, 2H), 6.3(dt, 1H), 6.55(d, 1H),                                      7.2-7.6(m, 3H)    A.126         n-C.sub.3 H.sub.7              CH.sub.2 CHCH 3,4-Cl.sub.2 -phenyl                                      4.7(d, 2H), 6.3(dt, 1H), 6.55(d, 1H),                                      7.2-7.6(m, 3H)    A.127         C.sub.2 H.sub.5              CH.sub.2 CH(CH.sub.3)CH.sub.2                            Phenyl    0.95(d, 3H), 3.9(m, 2H), 7.0-7.5(m,                                      5H)    A.128         n-C.sub.3 H.sub.7              CH.sub.2 CH(CH.sub.3)CH.sub.2                            Phenyl    0.95(d, 3H), 3.9(m, 2H), 7.0-7.5(m,                                      5H)    A.129         C.sub.2 H.sub.5              (CH.sub.2).sub.3                            3,4-Cl.sub.2 -phenyl                                      4.05(t, 2H), 7.0-7.1 and 7.2-7.4(2m,                                      3H)    A.130         n-C.sub.3 H.sub.7              (CH.sub.2).sub.3                            3,4-Cl.sub.2 -phenyl                                      4.05(t, 2H), 6.95-7.1 and 7.2-7.45(2m,                                      3H)    A.131         C.sub.2 H.sub.5              CH.sub.2 CH(CH.sub.3)CH.sub.2                            4-F-phenyl                                      0.95(d, 3H), 3.9(dd, 2H), 6.8-7.2(m,                                      4H)    A.132         n-C.sub.3 H.sub.7              CH.sub.2 CH(CH.sub.3)CH.sub.2                            4-F-phenyl                                      0.95(d, 3H), 3.9(dd, 2H), 6.8-7.2(m,                                      4H)    A.133         C.sub.2 H.sub.5              CH.sub.2 CH(CH.sub.3)CH.sub.2                            4-Cl-phenyl                                      0.9(d, 3H), 3.9(m, 2H), 7.0-7.4(2m,                                      4H)    A.134         n-C.sub.3 H.sub.7              CH.sub.2 CH(CH.sub.3)CH.sub.2                            4-Cl-phenyl                                      0.9(d, 3H), 3.9(m, 2H), 7.0-7.4(2m,                                      4H)    A.135         C.sub.2 H.sub.5              CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2                            4-F-phenyl                                      1.35(s, 6H), 3.85(t, 2H), 7.0 and                                      7.3(2m, 4H)    A.136         n-C.sub.3 H.sub.7              CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2                            4-F-phenyl                                      1.35(s, 6H), 3.85(t, 2H), 7.0 and                                      7.3(2m, 4H)    A.137         C.sub.2 H.sub.5              CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2                            4-Cl-phenyl                                      1.35(s, 6H), 3.85(t, 2H), 7.25(s, 4H)    A.138         n-C.sub.3 H.sub.7              CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2                            4-Cl-phenyl                                      1.35(s, 6H), 3.85(t, 2H), 7.25(s, 4H)    A.139         C.sub.2 H.sub.5              (CH.sub.2).sub.6                            4-Cl-phenyl                                      1.15(t, 3H), 4.05(t, 2H), 7.1(d, 2H),                                      7.25(d, 2H)    A.140         n-C.sub.3 H.sub.7              (CH.sub.2).sub.6                            4-Cl-phenyl                                      0.95(t, 3H), 4.05(t, 2H), 7.1(d, 2H),                                      7.25(d, 2H)    A.141         C.sub.2 H.sub.5              (CH.sub.2).sub.6                            4-F-phenyl                                      1.1(t, 3H), 4.0(t, 2H)    A.142         n-C.sub.3 H.sub.7              (CH.sub.2).sub.6                            4-F-phenyl                                      0.95(t, 3H), 4.0(t, 2H)    A.143         C.sub.2 H.sub.5              (CH.sub.2).sub.5                            4-F-phenyl                                      1.1(t, 3H), 4.05(t, 2H), 6.95 and                                      7.1(2m, 4H)    A.144         n-C.sub.3 H.sub.7              (CH.sub.2).sub.5                            4-F-phenyl                                      0.9(t, 3H), 4.05(t, 2H), 6.95 and                                      7.1(2m, 4H)    A.145         C.sub.2 H.sub.5              CH.sub.2 CH(CH.sub.3)(CH.sub.2).sub.3                            2-CH.sub.3 -phenyl                                      2.3(s, 3H), 3.95(t, 1H), 7.1(m, 4H)    A.146         n-C.sub.3 H.sub.7              CH.sub.2 CH(CH.sub.3)(CH.sub.2).sub.3                            2-CH.sub.3 -phenyl                                      2.3(s, 3H), 3.9(t, 1H), 7.05(m, 4H)    A.147         C.sub.2 H.sub.5              CH.sub.2 CHCH 3-Br-phenyl                                      96-98    A.148         n-C.sub.3 H.sub.7              CH.sub.2 CHCH 3-Br-phenyl                                      0.95(t, 3H), 4.65(d, 2H), 6.3(dt, 1H),                                      6.6(d, 1H), 7.1-7.6(m, 4H)    A.149         C.sub.2 H.sub.5              CH.sub.2 CHCH 3-Cl-phenyl                                      98-100    A.150         n-C.sub.3 H.sub.7              CH.sub.2 CHCH 3-Cl-phenyl                                      1.0(t, 3H), 4.7(d, 2H), 6.35(dt, 1H),                                      6.65(d, 1H), 7.2-7.5(m, 4H)    A.151         C.sub.2 H.sub.5              CH.sub.2 CHCH 3-F-phenyl                                      77-78    A.152         n-C.sub.3 H.sub.7              CH.sub.2 CHCH 3-F-phenyl                                      0.95(t, 3H), 4.65(d, 2H), 6.3(dt, 1H),                                      6.6(d, 1H), 6.9-7.3(m,    __________________________________________________________________________                                      4H)

                                      TABLE II.3    __________________________________________________________________________     ##STR44##                                 phys. data (NMR data in ppm)    Ex. R.sup.a            W           R.sup.f  (M.p. in °C.)    __________________________________________________________________________    A.153        C.sub.2 H.sub.5            CH.sub.2CHCH                        Phenyl    A.154        n-C.sub.3 H.sub.7            CH.sub.2CHCH                        Phenyl   4.7(d, 2H), 6.3(dt, 1H), 6.7(d, 1H),                                 7.2-7.5(2m, 5H)    A.155        C.sub.2 H.sub.5            CH.sub.2CHCH                        4-Cl-phenyl                                 106-108    A.156        n-C.sub.3 H.sub.7            CH.sub.2CHCH                        4-Cl-phenyl                                 4.7(d, 2H), 6.3(dt, 1H), 6.65(d, 1H),                                 7.2-7.5(m, 4H)    A.157        C.sub.2 H.sub.5            CH.sub.2CHCH                        4-F-phenyl    A.158        n-C.sub.3 H.sub.7            CH.sub.2CHCH                        4-F-phenyl                                 4.65(d, 2H), 6.2(dt, 1H), 6.7(d, 1H), 7.0(m,                                 2H), 7.4(m, 2H)    A.159        C.sub.2 H.sub.5            CH.sub.2CHCH                        2,4-Cl.sub.2 -phenyl                                 135-137    A.160        n-C.sub.3 H.sub.7            CH.sub.2CHCH                        2,4-Cl.sub.2 -phenyl                                 4.75(d, 2H), 6.3(dt, 1H), 7.0(d, 1H),                                 7.05-7.5(2m, 3H)    A.161        C.sub.2 H.sub.5            (CH.sub.2).sub.3 CHCH                        Phenyl   4.1(t, 2H), 6.2(dt, 1H), 6.4(d, 1H),                                 7.2-7.4(m, 5H)    A.162        n-C.sub.3 H.sub.7            (CH.sub.2).sub.3 CHCH                        Phenyl   4.1(t, 2H), 6.2(dt, 1H), 6.4(d, 1H),                                 7.1-7.4(m, 5H)    A.163        C.sub.2 H.sub.5            (CH.sub.2).sub.3 CHCH                        4-Cl-phenyl                                 92-95    A.164        n-C.sub.3 H.sub.7            (CH.sub.2).sub.3 CHCH                        4-Cl-phenyl                                 4.1(t, 2H), 6.2(dt, 1H), 6.35(d, 1H), 7.3(s,                                 4H)    A.165        C.sub.2 H.sub.5            (CH.sub.2).sub.3                        Phenyl   4.05(t, 2H), 7.1-7.4(m, 5H)    A.166        n-C.sub.3 H.sub.7            (CH.sub.2).sub.3                        Phenyl   4.05(t, 2H), 7.1-7.4(m, 5H)    A.167        C.sub.2 H.sub.5             ##STR45##  Phenyl   3.35(s, 2H), 4.4(s, 2H), 5.0 and 5.2(2s,                                 2H), 7.1-7.4(m, 5H)    A.168        n-C.sub.3 H.sub.7             ##STR46##  Phenyl   3.35(s, 2H), 4.4(s, 2H), 5.0 and 5.2(2s,                                 2H), 7.1-7.4(m, 5H)    A.169        C.sub.2 H.sub.5            CH.sub.2 CHCH                        4-Br-phenyl                                 114-116° C.    A.170        n-C.sub.3 H.sub.7            CH.sub.2 CHCH                        4-Br-phenyl                                 99-100° C.    A.171        C.sub.2 H.sub.5            CH.sub.2 CHCH                        4-CH.sub.3 -phenyl                                 123-125    A.172        n-C.sub.3 H.sub.7            CH.sub.2 CHCH                        4-CH.sub.3 -phenyl                                 70-72    A.173        C.sub.2 H.sub.5            CH.sub.2 CHCH                        4-CF.sub.3 -phenyl                                 104-106    A.174        n-C.sub.3 H.sub.7            CH.sub.2 CHCH                        4-CF.sub.3 -phenyl                                 4.75(d, 2H), 6.4(dt, 1H), 6.75(d, 1H),                                 7.4-7.8(m, 4H)    A.175        C.sub.2 H.sub.5            CH.sub.2 CHCH                        4-C.sub.6 H.sub.5 O-phenyl                                 89-91    A.176        n-C.sub.3 H.sub.7            CH.sub.2 CHCH                        4-C.sub.6 H.sub.5 O-phenyl                                 4.65(d, 2H), 6.25(dt, 1H), 6.65(d, 1H),                                 6.9-7.5(3m, 9H)    A.177        C.sub.2 H.sub.5            CH.sub.2 CHC(CH.sub.3)                        Phenyl   2.15(s, 3H), 4.75(d, 2H), 5.95(t, 1H),                                 7.2-7.6(m, 5H)    A.178        n-C.sub.3 H.sub.7            CH.sub.2 CHC(CH.sub.3)                        Phenyl   2.15(s, 3H), 4.75(d, 2H), 5.95(t, 1H),                                 7.2-7.6(m, 5H)    A.179        C.sub.2 H.sub.5            CH.sub.2 CHCH                        2-Cl-phenyl                                 113-118    A.180        n-C.sub.3 H.sub.7            CH.sub.2 CHCH                        2-Cl-phenyl                                 4.75(d, 2H), 6.3(dt, 1H), 7.05(d, 1H),                                 7.05-7.6(m, 4H)    A.181        C.sub.2 H.sub.5            (CH.sub.2).sub.3                        4-F-phenyl                                 4.1(t, 2H), 6.9-7.2(2m, 4H)    A.182        n-C.sub.3 H.sub.7            (CH.sub.2).sub.3                        4-F-phenyl                                 4.1(t, 2H), 6.8-7.15(2m, 4H)    A.183        C.sub.2 H.sub.5            (CH.sub.2).sub.3                        2,4-Cl.sub.2 -phenyl                                 75-77    A.184        n-C.sub.3 H.sub.7            (CH.sub.2).sub.3                        2,4-Cl.sub.2 -phenyl                                 4.05(t, 2H), 7.05-7.5(2m, 3H)    A.185        C.sub.2 H.sub.5            (CH.sub.2).sub.3                        2-Cl-phenyl                                 4.1(t, 2H), 7.0-7.4(m, 4H)    A.186        n-C.sub.3 H.sub.7            (CH.sub.2).sub.3                        2-Cl-phenyl                                 4.1(t, 2H), 7.0-7.4(m, 4H)    A.187        C.sub.2 H.sub.5            (CH.sub.2).sub.3                        4-Cl-phenyl                                 62-64    A.188        n-C.sub.3 H.sub.7            (CH.sub.2).sub.3                        4-Cl-phenyl                                 4.05(t, 2H), 7.05-7.3(2m, 4H)    A.189        C.sub.2 H.sub.5            CH.sub.2 CHCH.sub.2                        3,5-Cl.sub.2 -phenyl                                 126-127    A.190        n-C.sub.3 H.sub.7            CH.sub.2 CHCH.sub.2                        3,5-Cl.sub.2 -phenyl                                 4.7(d, 2H), 6.3(dt, 1H), 6.55(d, 1H), 7.1(m,                                 3H)    A.191        C.sub.2 H.sub.5            (CH.sub.2).sub.3                        3,5-Cl.sub.2 -phenyl                                 79-80    A.192        n-C.sub.3 H.sub.7            (CH.sub.2).sub.3                        3,5-Cl.sub.2 -phenyl                                 4.05(t, 2H), 7.0-7.25(m, 3H)    A.193        C.sub.2 H.sub.5            CH.sub.2 CH.sub.2 C(CH.sub.2)                        Phenyl   4.15(t, 2H), 5.15(s, 1H), 5.3(s, 1H),                                 7.2-7.5(m, 5H)    A.194        n-C.sub.3 H.sub.7            CH.sub.2 CH.sub.2 C(CH.sub.2)                        Phenyl   4.15(t, 2H), 5.15(s, 1H), 5.3(s, 1H),                                 7.2-7.5(m, 5H)    A.195        CH.sub.3            CH.sub.2 CHCH.sub.2                        4-Br-phenyl                                 135-137    A.196        C.sub.2 H.sub.5            (CH.sub.2).sub.5                        4-Cl-phenyl                                 66-67    A.197        n-C.sub.3 H.sub.7            (CH.sub.2).sub.5                        4-Cl-phenyl                                 60-62    A.198        C.sub.2 H.sub.5            CH.sub.2 C(CH.sub.3)CH.sub.2                        Phenyl   0.95(d, 3H), 3.9(m, 2H), 7.0-7.4(m, 5H)    A.199        n-C.sub.3 H.sub.7            CH.sub.2 C(CH.sub.3)CH.sub.2                        Phenyl   0.95(d, 3H), 3.9(m, 2H), 7.0-7.4(m, 5H)    A.200        C.sub.2 H.sub.5            CH.sub.2 CHCH.sub.2                        3,4-Cl.sub.2 -phenyl                                 4.65(d, 2H), 6.3(dt, 1H), 6.55(d, 1H),                                 7.2-7.6(m, 3H)    A.201        n-C.sub.3 H.sub.7            CH.sub.2 CHCH.sub.2                        3,4-Cl.sub.2 -phenyl                                 4.65(d, 2H), 6.3(dt, 1H), 6.55(d, 1H),                                 7.2-7.6(m, 3H)    A.202        C.sub.2 H.sub.5            CH.sub.2 C(CH.sub.3)CH.sub.2                        4-F-phenyl                                 0.95(d, 3H), 3.9(dd, 2H), 6.8-7.2(m, 4H)    A.203        n-C.sub.3 H.sub.7            CH.sub.2 C(CH.sub.3)CH.sub.2                        4-F-phenyl                                 0.95(d, 3H), 3.9(dd, 2H), 6.8-7.2(m, 4H)    A.204        C.sub.2 H.sub.5            CH.sub.2 C(CH.sub.3)CH.sub.2                        4-Cl-phenyl                                 0.95(d, 3H), 3.9(m with dd, 4H), 7.0-7.4(2m,                                 4H)    A.205        n-C.sub.3 H.sub.7            CH.sub.2 C(CH.sub.3)CH.sub.2                        4-Cl-phenyl                                 0.95(d, 3H), 3.9(m with dd, 4H), 7.0-7.4(2m,                                 4H)    A.206        C.sub.2 H.sub.5            CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2                        4-F-phenyl                                 1.3(s, 6H), 3.85(m with t, 4H), 6.9 and                                 7.3(2m, 4H)    A.207        n-C.sub.3 H.sub.7            CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2                        4-F-phenyl                                 1.3(s, 6H), 3.85(m with t, 4H), 6.9 and                                 7.3(2m, 4H)    A.208        C.sub.2 H.sub.5            CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2                        4-Cl-phenyl                                 1.35(s, 6H), 3.9(m with t, 4H), 7.25(s, 4H)    A.209        n-C.sub.3 H.sub.7            CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2                        4-Cl-phenyl                                 1.35(s, 6H), 3.9(m with t, 4H), 7.25(s, 4H)    A.210        C.sub.2 H.sub.5            (CH.sub.2).sub.5                        4-F-phenyl                                 1.1(t, 3H), 4.05(t, 2H), 6.95 and 7.1(2m,                                 4H)    A.211        n-C.sub.3 H.sub.7            (CH.sub.2).sub.5                        4-F-phenyl                                 0.95(t, 3H), 4.05(t, 2H), 6.95 and 7.1(2m,                                 4H)    A.212        C.sub.2 H.sub.5            CH.sub.2 CHCH                        3-Br-phenyl                                 1.1(t, 3H), 4.65(d, 2H), 6.35(dt, 1H),                                 6.6(d, 1H), 7.2-7.6(m, 4H)    A.213        n-C.sub.3 H.sub.7            CH.sub.2 CHCH                        3-Br-phenyl                                 1.0(t, 3H), 4.65(d, 2H), 6.35(dt, 1H),                                 6.6(d, 1H), 7.1-7.5(m, 4H)    A.214        C.sub.2 H.sub.5            CH.sub.2 CHCH                        3-Cl-phenyl                                 1.1(t, 3H), 4.7(d, 2H), 6.35(dt, 1H), 6.6(d,                                 1H), 7.2-7.5(m, 4H)    A.215        n-C.sub.3 H.sub.7            CH.sub.2 CHCH                        3-Cl-phenyl                                 1.0(t, 3H), 4.7(d, 2H), 6.3(dt, 1H), 6.6(d,                                 1H), 7.2-7.5(m, 4H)    A.216        C.sub.2 H.sub.5            CH.sub.2 CHCH                        3-F-phenyl                                 66-68    A.217        n-C.sub.3 H.sub.7            CH.sub.2 CHCH                        3-F-phenyl                                 1.0(t, 3H), 4.7(d, 2H), 6.3(dt, 1H), 6.6(d,                                 1H), 6.8-7.4(m, 4H)    __________________________________________________________________________

                                      TABLE II.4    __________________________________________________________________________     ##STR47##                                        phys. data (NMR data in ppm)    Ex.  R.sup.a              W                R.sup.f  (M.p. in °C.)    __________________________________________________________________________    A.218         C.sub.2 H.sub.5              CH.sub.2CHCH     Phenyl   129-130    A.219         n-C.sub.3 H.sub.7              CH.sub.2CHCH     Phenyl   85-87    A.220         C.sub.2 H.sub.5              CH.sub.2CHCH     4-Cl-phenyl                                        130-131    A.221         n-C.sub.3 H.sub.7              CH.sub.2CHCH     4-Cl-phenyl                                        108-110    A.222         C.sub.2 H.sub.5              CH.sub.2CHCH     4-F-phenyl                                        118-120    A.223         n-C.sub.3 H.sub.7              CH.sub.2CHCH     4-F-phenyl                                        87-89    A.224         C.sub.2 H.sub.5              CH.sub.2CHCH     2,4-Cl.sub.2 -phenyl                                        95-97    A.225         n-C.sub.3 H.sub.7              CH.sub.2CHCH     2,4-Cl.sub.2 -phenyl                                        93-95    A.226         C.sub.2 H.sub.5              (CH.sub.2).sub.3 CHCH                               Phenyl   77-78    A.227         n-C.sub.3 H.sub.7              (CH.sub.2).sub.3 CHCH                               Phenyl   67-68    A.228         C.sub.2 H.sub.5              (CH.sub.2).sub.3 CHCH                               4-Cl-phenyl                                        99-100    A.229         n-C.sub.3 H.sub.7              (CH.sub.2).sub.3 CHCH                               4-Cl-phenyl                                        4.05(t, 2H), 6.2(dt, 1H), 6.4(d, 1H),                                        7.3(s, 4H)    A.230         C.sub.2 H.sub.5              (CH.sub.2).sub.3 Phenyl   4.1(t, 2H), 7.0-7.4(m, 5H)    A.231         n-C.sub.3 H.sub.7              (CH.sub.2).sub.3 Phenyl   4.1(t, 2H), 7.0-7.4(m, 5H)    A.232         C.sub.2 H.sub.5               ##STR48##       Phenyl   3.4(s, 2H), 4.4(s, 2H), 5.0 and                                        5.2(2s, 2H), 7.1-7.4 (m, 5H)    A.233         n-C.sub.3 H.sub.7               ##STR49##       Phenyl   3.35(s, 2H), 4.4(s, 2H), 5.0 and                                        5.1(2s, 2H), 7.1-7.4(m, 5H)    A.234         C.sub.2 H.sub.5              CH.sub.2 CHCH    4-Br-phenyl                                        140-142    A.235         n-C.sub.3 H.sub.7              CH.sub.2 CHCH    4-Br-phenyl                                        117-119    A.236         C.sub.2 H.sub.5              CH.sub.2 CHCH    4-CH.sub.3 -phenyl                                        135-137    A.237         n-C.sub.3 H.sub.7              CH.sub.2 CHCH    4-CH.sub.3 -phenyl                                        97-98    A.238         C.sub.2 H.sub.5              CH.sub.2 CHCH    4-CF.sub.3 -phenyl                                        103-104    A.239         n-C.sub.3 H.sub.7              CH.sub.2 CHCH    4-CF.sub.3 -phenyl                                        114-116    A.240         C.sub.2 H.sub.5              CH.sub.2 CHCH    4-C.sub.6 H.sub.5 O-phenyl                                        64-66    A.241         n-C.sub.3 H.sub.7              CH.sub.2 CHCH    4-C.sub.6 H.sub.5 O-phenyl                                        4.65(d, 2H), 6.2(dt, 1H), 6.65(d,                                        1H), 6.9-7.5(3m, 9H)    A.242         C.sub.2 H.sub.5              CH.sub.2 CHC(CH.sub.3)                               Phenyl   70-72    A.243         n-C.sub.3 H.sub.7              CH.sub.2 CHC(CH.sub.3)                               Phenyl   2.15(s, 3H), 4.75(d, 2H), 5.95(t,                                        1H), 7.2-7.6(m, 5H)    A.244         C.sub.2 H.sub.5              CH.sub.2 CHCH    2-Cl-phenyl                                        85-87    A.245         n-C.sub.3 H.sub.7              CH.sub.2 CHCH    2-Cl-phenyl                                        90-92    A.246         C.sub.2 H.sub.5              (CH.sub.2).sub.3 4-F-phenyl                                        65-67    A.247         n-C.sub.3 H.sub.7              (CH.sub.2).sub.3 4-F-phenyl                                        64-66    A.248         C.sub.2 H.sub.5              (CH.sub.2).sub.3 2,4-Cl.sub.2 -phenyl                                        4.05(t, 2H), 7.05-7.4(2m, 3H)    A.249         n-C.sub.3 H.sub.7              (CH.sub.2).sub.3 2,4-Cl.sub.2 -phenyl                                        65-67    A.250         C.sub.2 H.sub.5              (CH.sub.2).sub.3 4-Br-phenyl                                        111-112    A.251         C.sub.2 H.sub.5              (CH.sub.2).sub.3 2-Cl-phenyl                                        4.1(t, 2H), 7.0-7.4(m, 4H)    A.252         n-C.sub.3 H.sub.7              (CH.sub.2).sub.3 2-Cl-phenyl                                        4.1(t, 2H), 7.05-7.45(m, 4H)    A.253         C.sub.2 H.sub.5              (CH.sub.2).sub.3 4-Cl-phenyl                                        97-99    A.254         n-C.sub.3 H.sub.7              (CH.sub.2).sub.3 4-Cl-phenyl                                        84-86    A.255         C.sub.2 H.sub.5              CH.sub.2 CHCH    3,5-Cl.sub.2 -phenyl                                        127-128    A.256         n-C.sub.3 H.sub.7              CH.sub.2 CHCH    3,5-Cl.sub.2 -phenyl                                        80-81    A.257         C.sub.2 H.sub.5              CH.sub.2 CH.sub.2 CH(CH.sub.3)                               Phenyl   1.25(d, 3H), 4.0(m, 2H), 7.05-7.4(m,                                        5H)    A.258         n-C.sub.3 H.sub.7              CH.sub.2 CH.sub.2 CH(CH.sub.3)                               Phenyl   1.25(d, 3H), 4.0(m, 2H), 7.0-7.4(m,                                        5H)    A.259         C.sub.2 H.sub.5              (CH.sub.2).sub.3 3,5-Cl.sub.2 -phenyl                                        105-107    A.260         n-C.sub.3 H.sub.7              (CH.sub.2).sub.3 3,5-Cl.sub.2 -phenyl                                        73-75    A.261         C.sub.2 H.sub.5              CH.sub.2 CH.sub.2 C(CH.sub.2)                               Phenyl   4.15(t, 2H), 5.15(s, 1H), 5.3(s, 1H),                                        7.2-7.6(m, 5H)    A.262         n-C.sub.3 H.sub.7              CH.sub.2 CH.sub.2 C(CH.sub.2)                               Phenyl   4.15(t, 2H), 5.15(s, 1H), 5.3(s, 1H),                                        7.2-7.6(m, 5H)    A.263         C.sub.2 H.sub.5              (CH.sub.2).sub.5 4-Cl-phenyl                                        66-67    A.264         n-C.sub.3 H.sub.7              (CH.sub.2).sub.5 4-Cl-phenyl                                        61-63    A.265         C.sub.2 H.sub.5              CH.sub.2 C(CH.sub.3)CH.sub.2                               Phenyl   0.9(d, 3H), 3.9(m, 2H), 7.0-7.4(m,                                        5H)    A.266         n-C.sub.3 H.sub.7              CH.sub.2 C(CH.sub.3)CH.sub.2                               Phenyl   0.9(d, 3H), 3.9(m, 2H), 7.0-7.4(m,                                        5H)    A.267         C.sub.2 H.sub.5              CH.sub.2 CHCH    3,4-Cl.sub.2 -phenyl                                        103-105    A.268         n-C.sub.3 H.sub.7              CH.sub.2 CHCH    3,4-Cl.sub.2 -phenyl                                        4.65(d, 2H), 6.3(dt, 1H), 6.55(d,                                        1H), 7.2-7.6(m, 3H)    A.269         C.sub.2 H.sub.5              (CH.sub.2).sub.3 3,4-Cl.sub.2 -phenyl                                        3.95-4.1(m, 4H), 7.0-7.1 and                                        7.2-7.45(2m, 3H)    A.270         C.sub.2 H.sub.5              CH.sub.2 C(CH.sub.3)CH.sub.2                               4-F-phenyl                                        0.90(d, 3H), 3.85(dd, 2H), 6.8-7.2(m,                                        4H)    A.271         n-C.sub.3 H.sub.7              CH.sub.2 C(CH.sub.3)CH.sub.2                               4-F-phenyl                                        0.90(d, 3H), 3.85(dd, 2H), 6.8-7.2(m,                                        4H)    A.272         C.sub.2 H.sub.5              CH.sub.2 C(CH.sub.3)CH.sub.2                               4-Cl-phenyl                                        0.90(d, 3H), 3.85(dd, 2H),                                        7.0-7.4(2m, 4H)    A.273         n-C.sub.3 H.sub.7              CH.sub.2 C(CH.sub.3)CH.sub.2                               4-Cl-phenyl                                        0.90(d, 3H), 3.85(dd, 2H),                                        7.0-7.4(2m, 4H)    A.274         C.sub.2 H.sub.5              CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2                               4-F-phenyl                                        1.35(s, 6H), 3.85(t, 2H), 7.0 and                                        7.3(2m, 4H)    A.275         n-C.sub.3 H.sub.7              CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2                               4-F-phenyl                                        1.35(s, 6H), 3.85(t, 2H), 7.0 and                                        7.3(2m, 4H)    A.276         C.sub.2 H.sub.5              CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2                               4-Cl-phenyl                                        1.35(s, 6H), 3.85(t, 2H), 7.25(s,                                        4H)    A.277         n-C.sub.3 H.sub.7              CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2                               4-Cl-phenyl                                        1.35(s, 6H), 3.85(t, 2H), 7.25(s,                                        4H)    A.278         C.sub.2 H.sub.5              (CH.sub.2).sub.6 4-Cl-phenyl                                        1.15(t, 3H), 3.35(t, 2H), 7.1(d, 2H),                                        7.25(d, 2H)    A.279         n-C.sub.3 H.sub.7              (CH.sub.2).sub.6 4-Cl-phenyl                                        0.95(t, 3H), 3.35(t, 2H), 7.1(d, 2H),                                        7.25(d, 2H)    A.280         C.sub.2 H.sub.5              (CH.sub.2).sub.6 4-F-phenyl                                        1.1(t, 3H), 3.35(t, 2H)    A.281         n-C.sub.3 H.sub.7              (CH.sub.2).sub.6 4-F-phenyl                                        0.95(t, 3H), 3.35(t, 2H)    A.282         C.sub.2 H.sub.5              (CH.sub.2).sub.5 4-F-phenyl                                        1.15(t, 3H), 3.35(t, 2H), 6.95 and                                        7.1(2m, 4H)    A.283         n-C.sub.3 H.sub.7              (CH.sub.2).sub.5 4-F-phenyl                                        0.95(t, 3H), 3.35(t, 2H), 6.95 and                                        7.1(2m, 4H)    A.284         C.sub.2 H.sub.5              CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2                               2-CH.sub.3 -phenyl                                        2.3(s, 3H), 7.05(m, 4H)    A.285         n-C.sub.3 H.sub.7              CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2                               2-CH.sub.3 -phenyl                                        2.3(s, 3H), 7.1(m, 4H)    A.286         n-C.sub.3 H.sub.7              CH.sub.2 CHCH    3-F-phenyl                                        61-62    A.287         C.sub.2 H.sub.5              CH.sub.2 CHCH    3-Br-phenyl                                        103-105    A.288         n-C.sub.3 H.sub.7              CH.sub.2 CHCH    3-Br-phenyl                                        80-82    A.289         C.sub.2 H.sub.5              CH.sub.2 CHCH    3-Cl-phenyl                                        109-111    A.290         n-C.sub.3 H.sub.7              CH.sub.2 CHCH    3-Cl-phenyl                                        89-91    A.291         C.sub.2 H.sub.5              CH.sub.2 CHCH    3-F-phenyl                                        122-123    __________________________________________________________________________

                                      TABLE II.5    __________________________________________________________________________     ##STR50##                                           phys. data (NMR data in ppm)    Ex.  R.sup.c   R.sup.a                        W         R.sup.f  (M.p. in °C.)    __________________________________________________________________________    A.292         2-Ethylthiopropyl                   n-C.sub.3 H.sub.7                        (CH.sub.2).sub.3                                  Phenyl   4.05(t, 2H), 7.15-7.4(m, 5H)    A.293         2,4,6-Trimethyl-                   C.sub.2 H.sub.5                        CH.sub.2 CHCH                                  2,4-Cl.sub.2 -phenyl                                           106-107         phenyl    A.294         2,4,6-Trimethyl-                   C.sub.2 H.sub.5                        CH.sub.2 CHCH                                  4-F-phenyl                                           2.2(s, 3H), 2.35(s, 6H), 4.7(d,                                           2H), 6.3(dt, 1H),         phenyl                            6.65(d, 1H), 7.0(m, 2H), 7.4(m,                                           2H)    A.295         Phenyl    n-C.sub.3 H.sub.7                        CH.sub.2 CHCH                                  4-F-phenyl                                           55-57    A.296         4-(Benzoylamino)-                   n-C.sub.3 H.sub.7                        CH.sub.2 CHCH                                  4-F-phenyl                                           80-82         phenyl    A.297         5,6-Dihydrothio-                   C.sub.2 H.sub.5                        CH.sub.2 CHCH                                  4-F-phenyl                                           94-96         pyran-3-yl    A.298         Cyclohexyl                   n-C.sub.3 H.sub.7                        CH.sub.2 CHCH                                  4-F-phenyl                                           67-69    A.299         3-Isopropyl-                   n-C.sub.3 H.sub.7                        CH.sub.2 CHCH                                  4-F-phenyl                                           103-104         isoxazol-5-yl    A.300         5,6-Dihydrothio-                   C.sub.2 H.sub.5                        CH.sub.2 CHCH                                  2,4-Cl.sub.2 -phenyl                                           88-89         pyran-3-yl    A.301         Cyclohex-3-enyl                   n-C.sub.3 H.sub.7                        CH.sub.2 CHCH                                  2,4-Cl.sub.2 -phenyl                                           75-77    A.302         3-Isopropyl-                   n-C.sub.3 H.sub.7                        CH.sub.2 CHCH                                  2,4-Cl.sub.2 -phenyl                                           113-115         isoxazol-5-yl    A.303         3-Isopropyl-                   C.sub.2 H.sub.5                        CH.sub.2 CHCH                                  2,4-Cl.sub.2 -phenyl                                           82-83         isothiazol-5-yl    A.304         4-Ethylphenyl                   C.sub.2 H.sub.5                        CH.sub.2 CHCH                                  2,4-Cl.sub.2 -phenyl                                           81-82    A.305         3-Isopropyl-                   C.sub.2 H.sub.5                        CH.sub.2 CHCH                                  4-F-phenyl                                           98-101         isothiazol-5-yl    A.306         N-Isopropyl-                   n-C.sub.3 H.sub.7                        CH.sub.2 CHCH                                  4-F-phenyl                                           54-56         pyrrol-3-yl    A.307         3-Nitro-4-fluor-                   n-C.sub.3 H.sub.7                        CH.sub.2 CHCH                                  4-Br-phenyl                                           124-126         phenyl    A.308         Cyclohex-3-enyl                   n-C.sub.3 H.sub.7                        CH.sub.2 CHCH                                  4-Br-phenyl                                           68-71    A.309         Thien-3-yl                   n-C.sub.3 H.sub.7                        CH.sub.2 CHCH                                  4-Br-phenyl                                           85-87    A.310         4-(Prop-2-inoxy)-                   C.sub.2 H.sub.5                        CH.sub.2 CHCH                                  4-Br-phenyl                                           126-129         phenyl    A.311         2-Ethylthiopropyl                   C.sub.2 H.sub.5                        CH.sub.2 CHCH                                  2,4-Cl.sub.2 -phenyl                                           4.7(d, 2H), 6.3(dt, 1H), 7.0(d,                                           1H), 7.2-7.6(m, 3H)    A.312         3-Isopropyl-                   CH.sub.3                        CH.sub.2 CHCH                                  4-Cl-phenyl                                           113-115         isoxazol-5-yl    A.313         Ethoxycarbonyl                   n-C.sub.3 H.sub.7                        CH.sub.2 CHCH                                  4-Cl-phenyl                                           44-45    A.314         4-Ethylphenyl                   C.sub.2 H.sub.5                        CH.sub.2 CHCH                                  4-Cl-phenyl                                           104-106    A.315          ##STR51##                   C.sub.2 H.sub.5                        CH.sub.2 CHCH                                  4-Cl-phenyl                                           68-70    A.316         Cyclohex-1-enyl                   n-C.sub.3 H.sub.7                        CH.sub.2 CHCH                                  4-Cl-phenyl                                           63-64    A.317         4-(Benzoylamino)-                   n-C.sub.3 H.sub.7                        CH.sub.2 CHCH                                  4-Cl-phenyl                                           132-134         phenyl    A.318         4-(Prop-2-ynoxy)-                   C.sub.2 H.sub.5                        CH.sub.2 CHCH                                  4-Cl-phenyl                                           122-124         phenyl    A.319         2-Ethylthiophenyl                   n-C.sub.3 H.sub.7                        (CH.sub.2).sub.6                                  4-Cl-phenyl                                           0.95(t, 3H), 4.0(t, 2H), 7.1(d,                                           2H), 7.25(d, 2H)    A.320         2,4,6-Trimethyl-                   C.sub.2 H.sub.5                        (CH.sub.2).sub.6                                  4-Cl-phenyl                                           1.15(t, 3H), 2.25(s, 3H), 6.85(s,                                           2H)         phenyl    A.321         2,4,6-Trimethyl-                   C.sub.2 H.sub.5                        (CH.sub.2).sub.6                                  4-F-phenyl                                           1.2(t, 3H), 2.25(s, 3H), 4.05(t,                                           2H)         phenyl    A.322         2-Ethylthiopropyl                   n-C.sub.3 H.sub.7                        (CH.sub.2).sub.6                                  4-F-phenyl                                           0.95(t, 3H), 4.0(t,    __________________________________________________________________________                                           2H)

                                      TABLE II.6    __________________________________________________________________________     ##STR52##    Comp.                                                     M.p.    No. R.sup.c      R.sup.a                         W                R.sup.f                                                .sup.1 H-NMR*) [δ                                                              [°C.]    __________________________________________________________________________    A.323        Tetrahydrothiopyran-3-yl                     n-C.sub.3 H.sub.7                         CH.sub.2CC       Phenyl                                                4.9(s, 2H); 7.2-7.6(2m, 5H)    A.324        Tetrahydrothiopyran-3-yl                     n-C.sub.3 H.sub.7                         CH.sub.2CCCH.sub.2                                          Phenyl                                                3.6(s, 2H); 4.7(s, 2H),                                                7.2-7.5(m, 5H)    A.325        Tetrahydrothiopyran-3-yl                     C.sub.2 H.sub.5                         CH.sub.2CCCH.sub.2                                          Phenyl                                                3.65(s, 2H); 4.7(s, 2H);                                                7.2-7.5(m, 5H)    A.326        Tetrahydropyran-3-yl                     n-C.sub.3 H.sub.7                         CH.sub.2CCCH.sub.2                                          Phenyl                                                3.65(s, 2H); 4.7(s, 2H);                                                7.2-7.5(m, 5H)    A.327        2-Ethylthiopropyl                     n-C.sub.3 H.sub.7                         CH.sub.2CC       Phenyl                                                4.9(s, 2H); 7.3-7.6(m, 5H)    A.328        2-Ethylthiopropyl                     n-C.sub.3 H.sub.7                         CH.sub.2CCCH.sub.2                                          Phenyl                                                3.65(s, 2H); 4.7(s, 2H);                                                7.2-7.5(m, 5H)    A.329        Tetrahydropyran-4-yl                     C.sub.2 H.sub.5                         CH.sub.2CCCH.sub.2                                          Phenyl                                                3.65(s, 2H); 4.7(s, 2H);                                                7.2-7.5(m, 5H)    A.330        Tetrahydropyran-4-yl                     n-C.sub.3 H.sub.7                         CH.sub.2CCCH.sub.2                                          Phenyl                                                3.6(s, 2H); 4.65(s, 2H);                                                7.1-7.6(m, 5H)    A.331        Tetrahydropyran-4-yl                     n-C.sub.3 H.sub.7                         (CH.sub.2).sub.3CC                                          4-F-phenyl                                                4.25(t, 2H); 6.8-7.5(2m, 4H)    A.332        Tetrahydropyran-4-yl                     C.sub.2 H.sub.5                         (CH.sub.2).sub.3CC                                          4-F-phenyl                                                4.25(t, 2H); 6.8-7.5(2m, 4H)    A.333        Tetrahydrothiopyran-3-yl                     C.sub.2 H.sub.5                         (CH.sub.2).sub.3CC                                          4-F-phenyl                                                4.25(t, 2H); 6.8-7.5(2m, 4H)    A.334        Tetrahydrothiopyran-3-yl                     n-C.sub.3 H.sub.7                         (CH.sub.2).sub.3CC                                          4-F-phenyl                                                4.25(t, 2H); 6.8-7.5(2m, 4H)    A.335        Tetrahydropyran-3-yl                     C.sub.2 H.sub.5                         (CH.sub.2).sub.3CC                                          4-F-phenyl                                                4.25(t, 2H); 6.8-7.5(2m, 4H)    A.336        Tetrahydropyran-3-yl                     n-C.sub.3 H.sub.7                         (CH.sub.2).sub.3CC                                          4-F-phenyl                                                4.25(t, 2H); 6.8-7.5(2m, 4H)    A.337        Tetrahydrothiopyran-3-yl                     C.sub.2 H.sub.5                         CH.sub.2 CH.sub.2CC                                          4-F-phenyl                                                4.25(t); 6.98(dd);                                                              74-90dd)    A.338        Tetrahydrothiopyran-3-yl                     n-C.sub.3 H.sub.7                         CH.sub.2 CH.sub.2CC                                          4-F-phenyl                                                4.25(t); 6.98(dd);                                                              --35(dd)    A.339        Tetrahydropyran-3-yl                     C.sub.2 H.sub.5                         CH.sub.2 CH.sub.2CC                                          4-F-phenyl                                                4.25(t); 6.98(dd);                                                              55-61dd)    A.340        Tetrahydropyran-3-yl                     n-C.sub.3 H.sub.7                         CH.sub.2 CH.sub.2CC                                          4-F-phenyl                                                4.25(t); 6.98(dd);                                                              --35(dd)    A.341        Tetrahydropyran-4-yl                     C.sub.2 H.sub.5                         CH.sub.2 CH.sub.2CC                                          4-F-phenyl                                                4.25(t); 6.98(dd);                                                              83-87dd)    A.342        Tetrahydropyran-4-yl                     n-C.sub.3 H.sub.7                         CH.sub.2 CH.sub.2CC                                          4-F-phenyl                                                4.25(t); 6.98(dd);                                                               98-102)    A.343        3-Isopropylisoxazol-5-yl                     n-C.sub.3 H.sub.7                         CH.sub.2 CH.sub.2CC                                          4-F-phenyl                                                4.25(t); 5.94(s);                                                              --0(dd);                                                7.37(dd)    A.344        4-Methylphenyl                     n-C.sub.3 H.sub.7                         CH.sub.2 CH.sub.2CC                                          4-F-phenyl                                                4.25(t); 6.98(dd);                                                              65-69m);                                                7.35(dd)    A.345        3,4-Dibromotetrahydro-                     n-C.sub.3 H.sub.7                         CH.sub.2 CH.sub.2CC                                          4-F-phenyl                                                4.25(t); 6.98(dd);                                                              --35(dd)        pyran-3-yl    A.346        Tetrahydrothiopyran-3-yl                     n-C.sub.3 H.sub.7                         CH.sub.2 CH.sub.2CC                                          4-Cl-phenyl                                                4.25(t); 7.25(d);                                                              --35(d)    A.347        Tetrahydrothiopyran-3-yl                     C.sub.2 H.sub.5                         CH.sub.2 CH.sub.2CC                                          4-Cl-phenyl                                                4.25(t); 7.25(d);                                                              82-86d)    A.348        Tetrahydropyran-3-yl                     C.sub.2 H.sub.5                         CH.sub.2 CH.sub.2CC                                          4-Cl-phenyl                                                4.25(t); 7.25(d);                                                               99-101    A.349        Tetrahydropyran-3-yl                     n-C.sub.3 H.sub.7                         CH.sub.2 CH.sub.2CC                                          4-Cl-phenyl                                                4.25(t); 7.25(d); 7.35(d)    A.350        Tetrahydropyran-4-yl                     C.sub.2 H.sub.5                         CH.sub.2 CH.sub.2CC                                          4-Cl-phenyl                                                4.25(t); 7.25(d);                                                               98-101    A.351        Tetrahydropyran-4-yl                     n-C.sub.3 H.sub.7                         CH.sub.2 CH.sub.2CC                                          4-Cl-phenyl                                                4.25(t); 7.25(d);                                                              115-118    A.352        3-Isopropylisoxazol-5-yl                     n-C.sub.3 H.sub.7                         CH.sub.2 CH.sub.2CC                                          4-Cl-phenyl                                                4.25(t); 5.9(s); 7.25(d);                                                7.35(d)       71-74    A.353        4-Methylphenyl                     n-C.sub.3 H.sub.7                         CH.sub.2 CH.sub.2CC                                          4-Cl-phenyl                                                4.25(t); 7.45(m);                                                              93-6 M)    A.354        3,4-Dibromotetrahydro-                     n-C.sub.3 H.sub.7                         CH.sub.2 CH.sub.2CC                                          4-Cl-phenyl                                                4.25(t); 7.25(d);                                                              --25(d)        pyran-3-yl    A.355        Tetrahydrothiopyran-3-yl                     C.sub.2 H.sub.5                         (CH.sub.2).sub.3CC                                          4-Cl-phenyl                                                1.15(t); 4.2(t); 7.25(d);                                                7.35(d)    A.356        Tetrahydrothiopyran-3-yl                     n-C.sub.3 H.sub.7                         (CH.sub.2).sub.3CC                                          4-Cl-phenyl                                                0.98(t); 4.2(t); 7.25(d);                                                7.35(d)    A.357        Tetrahydropyran-3-yl                     C.sub.2 H.sub.5                         (CH.sub.2).sub.3CC                                          4-Cl-phenyl                                                1.15(t); 4.2(t); 7.25(d);                                                7.35(d)    A.358        Tetrahydropyran-3-yl                     n-C.sub.3 H.sub.7                         (CH.sub.2).sub.3CC                                          4-Cl-phenyl                                                0.95(t); 4.2(t); 7.25(d);                                                7.35(d)    A.359        Tetrahydropyran-4-yl                     C.sub.2 H.sub.5                         (CH.sub.2).sub.3CC                                          4-Cl-phenyl                                                1.15(t); 4.2(t); 7.25(d);                                                7.35(d)    A.360        Tetrahydropyran-4-yl                     n-C.sub.3 H.sub.7                         (CH.sub.2).sub.3CC                                          4-Cl-phenyl                                                0.98(t); 4.2(t); 7.25(d);                                                7.35(d)    A.361        Tetrahydrothiopyran-3-yl                     C.sub.2 H.sub.5                         CH.sub.2CH.sub.2CC                                          2-Thienyl                                                1.15(t); 2.75(t); 4.25(t);                                                7.05(m); 7.2(m)    A.362        Tetrahydrothiopyran-3-yl                     n-C.sub.3 H.sub.7                         CH.sub.2CH.sub.2CC                                          2-Thienyl                                                0.95(t); 2.75(t); 4.25(t);                                                7.05(m); 7.2(m)    A.363        Tetrahydropyran-3-yl                     C.sub.2 H.sub.5                         CH.sub.2CH.sub.2CC                                          2-Thienyl                                                1.15(t); 2.75(t); 4.25(t);                                                7.05(m); 7.2(m)    A.364        Tetrahydropyran-3-yl                     n-C.sub.3 H.sub.7                         CH.sub.2CH.sub.2CC                                          2-Thienyl                                                0.95(t); 2.75(t); 4.25(t);                                                7.05(m); 7.2(m)    A.365        Tetrahydropyran-4-yl                     C.sub.2 H.sub.5                         CH.sub.2CH.sub.2CC                                          2-Thienyl                                                1.15(t); 2.75(t); 4.25(t);                                                7.05(m); 7.2(m)    A.366        Tetrahydropyran-4-yl                     n-C.sub.3 H.sub.7                         CH.sub.2CH.sub.2CC                                          2-Thienyl                                                0.95(t); 2.75(t); 4.25(t);                                                7.05(m); 7.2(m)    3.45        Tetrahydrothiopyran-3-yl                     C.sub.2 H.sub.5                         CH.sub.2 CHC(CH.sub.3)CC**)                                          4-Cl-phenyl                                                1.15(t); 2.0(s); 4.8(d);                                                5.9(t)    3.46        Tetrahydrothiopyran-3-yl                     n-C.sub.3 H.sub.7                         CH.sub.2 CHC(CH.sub.3)CC**)                                          4-Cl-phenyl                                                0.95(t); 2.0(s); 4.8(d);                                                5.9(t)    3.47        Tetrahydropyran-4-yl                     C.sub.2 H.sub.5                         CH.sub.2 CHC(CH.sub.3)CC**)                                          4-Cl-phenyl                                                1.15(t); 2.0(s); 4.8(d);                                                5.9(t)    3.48        Tetrahydropyran-4-yl                     n-C.sub.3 H.sub.7                         CH.sub.2 CHC(CH.sub.3)CC**)                                          4-Cl-phenyl                                                0.95(t); 2.0(s); 4.8(d);                                                5.9(t)    3.49        2-Ethylthiopropyl                     n-C.sub.3 H.sub.7                         CH.sub.2 CHC(CH.sub.3)CC**)                                          4-Cl-phenyl                                                0.95(t); 2.0(s); 4.8(d);                                                5.9(t)    3.50        2,4,6-Trimethylphenyl                     C.sub.2 H.sub.5                         CH.sub.2 CHC(CH.sub.3)CC**)                                          4-Cl-phenyl                                                1.2(t); 2.0(s); 4.8(d);                                                5.95(t)    3.51        Tetrahydrothiopyran-3-yl                     C.sub.2 H.sub.5                         CH.sub.2 CHC(CH.sub.3)CC**)                                          4-F-phenyl                                                1.1(t); 2.0(s); 4.8(d);                                                5.9(t)    3.52        Tetrahydrothiopyran-3-yl                     n-C.sub.3 H.sub.7                         CH.sub.2 CHC(CH.sub.3)CC**)                                          4-F-phenyl                                                0.95(t); 2.0(s); 4.8(d);                                                5.9(t)    A.375        Tetrahydropyran-4-yl                     n-C.sub.3 H.sub.7                         CH.sub.2CHC(CH.sub.3)CC**)                                          4-F-phenyl                                                0.95(t); 2.0(s); 4.8(d);                                                5.9(t)    A.376        Tetrahydropyran-4-yl                     C.sub.2 H.sub.5                         CH.sub.2CHC(CH.sub.3)CC**)                                          4-F-phenyl                                                1.15(t); 2.0(s); 4.8(d);                                                5.9(t)    A.377        2-Ethylthiopropyl                     n-C.sub.3 H.sub.7                         CH.sub.2CHC(CH.sub.3)CC**)                                          4-F-phenyl                                                0.95(t); 2.0(s); 4.8(d);                                                5.9(t)    __________________________________________________________________________     *) selected signals     **) Z configuration about the double fond

                                      TABLE II.7    __________________________________________________________________________     ##STR53##                                               phys. data                                               NMR data in ppm    No. R.sup.a            R.sup.c      W            R.sup.f  M.p. in °C.    __________________________________________________________________________    A.378        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         (CH.sub.2).sub.2                                      Furan-2-yl    A.379        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.2                                      Furan-2-yl    A.380        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         (CH.sub.2).sub.2                                      Furan-2-yl    A.381        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.2                                      Furan-2-yl    A.382        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.2                                      Furan-2-yl    A.383        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.2                                      Furan-2-yl    A.384        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         (CH.sub.2).sub.2                                      Thien-2-yl                                               3.92(m, 2H), 4.33(t, 2H),                                               6.82(m, 1H),                                               6.93(m, 1H), 7.13(m, 1H)    A.385        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.2                                      Thien-2-yl                                               3.92(m, 2H), 4.33(t, 2H),                                               6.82(m, 1H),                                               6.93(m, 1H), 7.13(m, 1H)    A.386        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         (CH.sub.2).sub.2                                      Thien-2-yl                                               4.00(m, 2H), 4.33(t, 2H),                                               6.82(m, 1H),                                               6.93(m, 1H), 7.13(m, 1H)    A.387        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.2                                      Thien-2-yl                                               4.00(m, 2H), 4.33(t, 2H),                                               6.82(m, 1H),                                               6.93(m, 1H), 7.13(m, 1H)    A.388        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.2                                      Thien-2-yl                                               4.30(t, 2H), 6.82(m, 1H),                                               6.93(m, 1H), 7.13(m, 1H)    A.389        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.2                                      Thien-2-yl                                               4.30(t, 2H), 6.82(m, 1H),                                               6.93(m, 1H), 7.13(m, 1H)    A.390        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         (CH.sub.2).sub.2                                      Pyrid-2-yl                                               3.90(m, 2H), 4.46(t, 2H),                                               7.20(m, 2H),                                               7.67(m, 1H), 8.50(m, 1H)    A.391        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.2                                      Pyrid-2-yl    A.392        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         (CH.sub.2).sub.2                                      Pyrid-2-yl                                               4.00(m, 2H), 4.46(t, 2H),                                               7.20(m, 2H),                                               7.67(m, 1H), 8.50(m, 1H)    A.393        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.2                                      Pyrid-2-yl    A.394        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.2                                      Pyrid-2-yl                                               4.46(t, 2H), 7.20(m, 2H),                                               7.67(m, 1H),                                               8.50(m, 1H)    A.395        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.2                                      Pyrid-2-yl    A.396        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         (CH.sub.2).sub.3                                      Furan-2-yl                                               3.93(m, 2H), 4.10(t, 2H),                                               6.00(m, 1H),                                               6.26(m, 1H), 7.33(m, 1H)    A.397        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.3                                      Furan-2-yl                                               3.93(m, 2H), 4.10(t, 2H),                                               6.00(m, 1H),                                               6.26(m, 1H), 7.33(m, 1H)    A.398        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         (CH.sub.2).sub.3                                      Furan-2-yl                                               78-82    A.399        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.3                                      Furan-2-yl                                               48-52    A.400        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.3                                      Furan-2-yl                                               54-58    A.401        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.3                                      Furan-2-yl                                               4.10(t, 2H), 6.00(m, 1H),                                               6.26(m, 1H),                                               7.33(m, 1H)    A.402        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         (CH.sub.2).sub.3                                      Thien-2-yl                                               72-74    A.403        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.3                                      Thien-2-yl                                               3.93(m, 2H), 4.10(t, 2H),                                               6.82(m, 1H),                                               6.93(m, 1H), 7.33(m, 1H)    A.404        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         (CH.sub.2).sub.3                                      Thien-2-yl                                               86-90    A.405        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.3                                      Thien-2-yl                                               55-58    A.406        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.3                                      Thien-2-yl                                               4.12(t, 2H), 6.82(m, 1H),                                               6.93(m, 1H),                                               7.13(m, 1H),    A.407        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.3                                      Thien-2-yl                                               4.12(t, 2H), 6.82(m, 1H),                                               6.93(m, 1H),                                               7.13(m, 1H),    A.408        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         (CH.sub.2).sub.3                                      Thien-3-yl                                               73-74    A.409        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.3                                      Thien-3-yl                                               4.05(t, 2H), 6.95(m, 2H),                                               7.25(m, 1H)    A.410        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         (CH.sub.2).sub.3                                      Thien-3-yl                                               105-107    A.411        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.3                                      Thien-3-yl                                               68-70    A.412        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.3                                      Thien-3-yl                                               57-59    A.413        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.3                                      Thien-3-yl                                               4.05(t, 5H), 6.95(m, 2H),                                               7.25(m, 1H)    A.414        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         (CH.sub.2).sub.3                                      1-CH.sub.3 -pyrrol-2-yl                                               3.90(m, 2H), 4.12(t, 2H),                                               5.90(m, 1H),                                               6.06(m, 1H), 6,53(m, 1H)    A.415        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.3                                      1-CH.sub.3 -pyrrol-2-yl                                               3.90(m, 2H), 4.12(t, 2H),                                               5.90(m, 1H),                                               6.06(m, 1H), 6,53(m, 1H)    A.416        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         (CH.sub.2).sub.3                                      1-CH.sub.3 -pyrrol-2-yl                                               4.00(m, 2H), 4.12(t, 2H),                                               5.90(m, 1H),                                               6.06(m, 1H), 6,53(m, 1H)    A.417        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.3                                      1-CH.sub.3 -pyrrol-2-yl                                               4.00(m, 2H), 4.12(t, 2H),                                               5.90(m, 1H),                                               6.06(m, 1H), 6,53(m, 1H)    A.418        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         (CH.sub.2).sub.3                                      1-CH.sub.3 -pyrrol-2-yl                                               4.12(t, 2H), 5.90(m, 1H),                                               6.06(m, 1H),                                               6,53(m, 1H)    A.419        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.3                                      1-CH.sub.3 -pyrrol-2-yl                                               4.12(t, 2H), 5.90(m, 1H),                                               6.06(m, 1H),                                               6,53(m, 1H)    A.420        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH(CH.sub.3)CH.sub.2                                      Thien-2-yl                                               35    A.421        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH(CH.sub.3)CH.sub.2                                      Thien-2-yl                                               6.85-7.20(m, 3H)    A.422        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH(CH.sub.3)CH.sub.2                                      Thien-2-yl                                               59-61    A.423        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH(CH.sub.3)CH.sub.2                                      Thien-2-yl                                               6.70-7.20(m, 3H)    A.424        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH(CH.sub.3)CH.sub.2                                      Thien-2-yl                                               6.70-7.20(m, 3H)    A.425        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH(CH.sub.3)CH.sub.2                                      Thien-2-yl                                               6.70-7,20(m, 3H)    A.426        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH(CH.sub.3)CH.sub.2                                      Thien-3-yl                                               38-40    A.427        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH(CH.sub.3)CH.sub.2                                      Thien-3-yl                                               6.80-7.30(m, 3H)    A.428        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH(CH.sub.3)CH.sub.2                                      Thien-3-yl                                               58-60    A.429        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH(CH.sub.3)CH.sub.2                                      Thien-3-yl                                               6.80-7.40(m, 3H)    A.430        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH(CH.sub.3)CH.sub.2                                      Thien-3-yl                                               6.90(m, 2H), 7.25(m, 1H)    A.431        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH(CH.sub.3)CH.sub.2                                      Thien-3-yl                                               6.90(m, 2H), 7.30(m, 1H)    A.432        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH(CH.sub.3)CH.sub.2                                      5-CH.sub.3 -thien-2-yl                                               48-50    A.433        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH(CH.sub.3)CH.sub.2                                      5-CH.sub.3 -thien-2-yl                                               2.40(s, 3H), 6.55(s, 2H)    A.434        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH(CH.sub.3)CH.sub.2                                      5-CH.sub.3 -thien-2-yl                                               2.40(s, 3H), 6.55(s, 2H)    A.435        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH(CH.sub.3)CH.sub.2                                      5-CH.sub.3 -thien-2-yl                                               2.40(s, 3H), 6.55(s, 2H)    A.436        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH(CH.sub.3)CH.sub.2                                      5-CH.sub.3 -thien-2-yl                                               2.45(s, 3H), 6.75(s, 2H)    A.437        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH(CH.sub.3)CH.sub.2                                      5-CH.sub.3 -thien-2-yl                                               56-58    A.438        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CHCH                                      Furan-2-yl                                               4.70(d, 2H), 6.10-6.60(m,                                               4H),                                               7.40(s, 1H)    A.439        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CHCH                                      Furan-2-yl                                               4.70(d, 2H), 6.00-6.60(m,                                               4H),                                               7.40(s, 1H)    A.440        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CHCH                                      Furan-2-yl                                               99-100    A.441        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CHCH                                      Furan-2-yl                                               4.70(d, 2H), 6.10-6.60(m,                                               4H),                                               7.40(s, 1H)    A.442        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CHCH                                      Furan-2-yl                                               4.65(d, 2H), 6.10-6.60(m,                                               4H),                                               7.40(s, 1H)    A.443        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CHCH                                      Furan-2-yl                                               4.70(d, 2H), 6.10-6.60(m,                                               4H),                                               7.40(s, 1H)    A.444        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CHCH                                      5-Cl-thien-2-yl                                               4.60(d, 2H), 6.00(dt, 1H),                                               6.70(d, 1H), 6.80(m, 2H)    A.445        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CHCH                                      5-Cl-thien-2-yl                                               4.60(d, 2H), 6.00(dt, 1H),                                               6.70(d, 1H), 6.80(m, 2H)    A.446        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CHCH                                      Thien-2-yl                                               112-114    A.447        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CHCH                                      Thien-2-yl                                               67-68    A.448        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CHCH                                      Thien-2-yl                                               123-125    A.449        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CHCH                                      Thien-2-yl                                               70-72    A.450        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CHCH                                      Thien-2-yl                                               104-106    A.451        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CHCH                                      Thien-2-yl                                               85-88    A.452        C.sub.2 H.sub.5            2,4,6-Trimethylphenyl                         CH.sub.2 CHCH                                      Thien-2-yl                                               4.65(d, 2H), 6.10-6.30(m,                                               1H),                                               6.70-7.20(m, 6H)    A.453        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CHCH                                      Thien-3-yl                                               87-90    A.454        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CHCH                                      Thien-3-yl                                               3.90(m, 2H), 4.67(d, 2H),                                               6.12(dt, 1H),                                               6.63(d, 1H), 7.20(m, 3H)    A.455        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CHCH                                      Thien-3-yl                                               128-135    A.456        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CHCH                                      Thien-3-yl                                               92-95    A.457        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CHCH                                      Thien-3-yl                                               79-81    A.458        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CHCH                                      Thien-3-yl                                               86-92    A.459        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CHCH                                      5-CH.sub.3 -thien-2-yl                                               88-89    A.460        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CHCH                                      5-CH.sub.3 -thien-2-yl                                               70-71    A.461        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CHCH                                      5-CH.sub.3 -thien-2-yl                                               108-110    A.462        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CHCH                                      5-CH.sub.3 -thien-2-yl                                               104-105    A.463        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CHCH                                      5-CH.sub.3 -thien-2-yl                                               111-112    A.464        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CHCH                                      5-CH.sub.3 -thien-2-yl                                               75-77    A.465        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CHCH                                      4-Br-thien-2-yl                                               78-80    A.466        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CHCH                                      4-Br-thien-2-yl                                               6.70(d, 1H), 6.95(s, 1H),                                               7.05(s, 1H)    A.467        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CHCH                                      4-Br-thien-2-yl                                               122-124    A.468        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CHCH                                      4-Br-thien-2-yl                                               88-90    A.469        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CHCH                                      4-Br-thien-2-yl                                               72-74    A.470        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CHCH                                      4-Br-thien-2-yl                                               6.70(d, 1H), 6.90(s, 1H),                                               7.05(s, 1H)    A.471        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CHCH                                      Pyrid-3-yl                                               146-148    A.472        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CHCH                                      Pyrid-3-yl                                               6.40(dt, 1H), 7.30, 7.75,                                               8.40-8.70(3m, 4H)    A.473        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CHCH                                      Pyrid-3-yl                                               164-165    A.474        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CHCH                                      Pyrid-3-yl                                               73-78    A.475        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CHCH                                      Pyrid-3-yl                                               6.40(dt, 1H), 7.30, 7.75,                                               8.40-8.70(3m, 4H)    A.476        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CHCH                                      Pyrid-3-yl                                               6.40(dt, 1H), 7.30, 7.75,                                               8.40-8.70(3m, 4H)    A.477        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 C(CH.sub.3)CH                                      Thien-2-yl    A.478        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 C(CH.sub.3)CH                                      Thien-2-yl    A.479        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 C(CH.sub.3)CH                                      Thien-2-yl                                               97-98    A.480        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 C(CH.sub.3)CH                                      Thien-2-yl                                               6.65(s, 1H), 6.90-7.30(2m,                                               3H),    A.481        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 C(CH.sub.3)CH                                      Thien-2-yl                                               88-90    A.482        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 C(CH.sub.3)CH                                      Thien-2-yl                                               6.65(s, 1H), 6.90-7.80(2m,                                               3H),    A.483        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 C(CH.sub.3)CH                                      Thien-3-yl                                               6.50(s, 1H), 7.00-7.40(m, 3H)    A.484        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 C(CH.sub.3)CH                                      Thien-3-yl                                               6.50(s, 1H), 7.00-7.40(m, 3H)    A.485        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 C(CH.sub.3)CH                                      Thien-3-yl                                               88-90    A.486        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 C(CH.sub.3)CH                                      Thien-3-yl                                               6.55(s, 1H), 7.00-7.40(m,                                               3H),    A.487        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 C(CH.sub.3)CH                                      Thien-3-yl                                               6.55(s, 1H), 7.00-7.40(m,                                               3H),    A.488        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 C(CH.sub.3)CH                                      Thien-3-yl                                               6.50(s, 1H), 7.00-7.40(m,                                               3H),    A.489        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 C(CH.sub.3)CH                                      5-CH.sub.3 -thien-2-yl                                               108-110    A.490        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 C(CH.sub.3)CH                                      5-CH.sub.3 -thien-2-yl                                               6.60(s, 1H), 6.65-7.00(m, 2H)    A.491        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 C(CH.sub.3)CH                                      5-CH.sub.3 -thien-2-yl                                               111-112    A.492        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 C(CH.sub.3)CH                                      5-CH.sub.3 -thien-2-yl                                               6.60(s, 1H), 6.65-7.00(m,                                               2H),    A.493        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 C(CH.sub.3)CH                                      5-CH.sub.3 -thien-2-yl                                               119-120    A.494        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 C(CH.sub.3)CH                                      5-CH.sub.3 -thien-2-yl                                               6.55(s, 1H), 6.60-7.00(m,                                               2H),    A.495        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 C(CH.sub.3)CH                                      5-Cl-thien-2-yl                                               82-85    A.496        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 C(CH.sub.3)CH                                      5-Cl-thien-2-yl                                               6.70(s, 1H), 6.90(m, 2H)    A.497        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 C(CH.sub.3)CH                                      5-Cl-thien-2-yl                                               124-126    A.498        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 C(CH.sub.3)CH                                      5-Cl-thien-2-yl                                               97-98    A.499        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 C(CH.sub.3)CH                                      5-Cl-thien-2-yl                                               103-105    A.500        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 C(CH.sub.3)CH                                      5-Cl-thien-2-yl                                               6.65(s, 1H), 6.90(m, 2H),    A.501        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         (CH.sub.2).sub.4                                      Furan-2-yl                                               3.93(m, 2H), 4.07(m, 2H),                                               6.00(m, 1H),                                               6.26(m, 1H), 7.30(m, 1H)    A.502        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.4                                      Furan-2-yl                                               3.93(m, 2H), 4.07(m, 2H),                                               6.00(m, 1H),                                               6.26(m, 1H), 7.30(m, 1H)    A.503        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         (CH.sub.2).sub.4                                      Furan-2-yl                                               3.90-4.13(m, 4H), 6.00(m,                                               1H),                                               6.26(m, 1H), 7.30(m, 1H)    A.504        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.4                                      Furan-2-yl                                               3.90-4.13(m, 4H), 6.00(m,                                               1H),                                               6.26(m, 1H), 7.30(m, 1H)    A.505        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.4                                      Furan-2-yl                                               4.05(m, 2H), 6.00(m, 1H)                                               6.26(m, 1H), 7.30(m, 1H)    A.506        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.4                                      Furan-2-yl                                               4.05(m, 2H), 6.00(m, 1H)                                               6.26(m, 1H), 7.30(m, 1H)    A.507        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         (CH.sub.2).sub.4                                      5-CH.sub.3 -furan-2-yl                                               62-64    A.508        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.4                                      5-CH.sub.3 -furan-2-yl                                               3.93(m, 2H), 4.07(m, 2H),                                               5.87(m, 2H)    A.509        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         (CH.sub.2).sub.4                                      5-CH.sub.3 -furan-2-yl                                               76-78    A.510        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.4                                      5-CH.sub.3 -furan-2-yl                                               3.90-4.15(m, 4H), 5.87(m, 2H)    A.511        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.4                                      5-CH.sub.3 -furan-2-yl                                               4.07(m, 2H), 5.87(m, 2H)    A.512        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.4                                      5-CH.sub.3 -furan-2-yl                                               4.07(m, 2H), 5.87(m, 2H)    A.513        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         (CH.sub.2).sub.4                                      Thien-2-yl                                               3.80-4.15(m, 4H), 6.80(dd,                                               1H),                                               6.93(dd, 1H), 7.13(dd, 1H)    A.514        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.4                                      Thien-2-yl                                               3.80-4.15(m, 4H), 6.80(dd,                                               1H),                                               6.93(dd, 1H), 7.13(dd, 1H)    A.515        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         (CH.sub.2).sub.4                                      Thien-2-yl                                               3.90-4.23(m, 4H), 6.80(dd,                                               1H),                                               6.93(dd, 1H), 7.13(dd, 1H)    A.516        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.4                                      Thien-2-yl                                               3.90-4.23(m, 4H), 6.80(dd,                                               1H),                                               6.93(dd, 1H), 7.13(dd, 1H)    A.517        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.4                                      Thien-2-yl                                               4.06(m, 2H), 6.80(dd, 1H),                                               6.93(dd, 1H), 7.13(dd, 1H)    A.518        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.4                                      Thien-2-yl                                               4.06(m, 2H), 6.80(dd, 1H),                                               6.93(dd, 1H), 7.13(dd, 1H)    A.519        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         (CH.sub.2).sub.4                                      5-CH.sub.3 -thien-2-yl                                               3.85-4.13(m, 4H), 6.53(s, 2H)    A.520        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.4                                      5-CH.sub.3 -thien-2-yl                                               3.80-4.13(m, 4H), 6.53(s, 2H)    A.521        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         (CH.sub.2).sub.4                                      5-CH.sub.3 -thien-2-yl                                               3.90-4.15(m, 4H), 6.50(s, 2H)    A.522        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.4                                      5-CH.sub.3 -thien-2-yl                                               3.94-4.15(m, 4H), 6.53(s, 2H)    A.523        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.4                                      5-CH.sub.3 -thien-2-yl                                               4.08(m, 2H), 6.56(s, 2H)    A.524        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.4                                      5-CH.sub.3 -thien-2-yl                                               4.08(m, 2H), 6.56(s, 2H)    A.525        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         (CH.sub.2).sub.4                                      5-Cl-thien-2-yl                                               3.93(m, 2H), 4.10(m, 2H),                                               6.53(d, 1H),                                               6.70(d, 1H)    A.526        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.4                                      5-Cl-thien-2-yl                                               3.93(m, 2H), 4.10(m, 2H),                                               6.53(d, 1H),                                               6.70(d, 1H)    A.527        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         (CH.sub.2).sub.4                                      5-Cl-thien-2-yl                                               3.90-4.10(m, 4H), 6.53(d, 1H)                                               6.70(d, 1H)    A.528        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.4                                      5-Cl-thien-2-yl                                               3.90-4.10(m, 4H), 6.53(d, 1H)                                               6.70(d, 1H)    A.529        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.4                                      5-Cl-thien-2-yl                                               4.10(m, 2H), 6.53(d, 1H),                                               6.70(d, 1H)    A.530        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.4                                      5-Cl-thien-2-yl                                               4.10(m, 2H), 6.53(d, 1H),                                               6.70(d, 1H)    A.531        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         (CH.sub.2).sub.4                                      5-C.sub.2 H.sub.5 -thien-2-yl                                               3.80-4.09(m, 4H), 6.60(s, 2H)    A.532        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.4                                      5-C.sub.2 H.sub.5 -thien-2-yl                                               3.80-4.09(m, 4H), 6.60(s, 2H)    A.533        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         (CH.sub.2).sub.4                                      5-C.sub.2 H.sub.5 -thien-2-yl                                               3.93-4.09(m, 4H), 6.60(s, 2H)    A.534        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.4                                      5-C.sub.2 H.sub.5 -thien-2-yl                                               3.93-4.09(m, 4H), 6.60(s, 2H)    A.535        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.4                                      5-C.sub.2 H.sub.5 -thien-2-yl                                               4.03(m, 2H), 6.60(s, 2H)    A.536        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.4                                      5-C.sub.2 H.sub.5 -thien-2-yl                                               4.03(m, 2H), 6.60(s, 2H)    A.537        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         (CH.sub.2).sub.4                                      1-CH.sub.3 -pyrrol-2-yl                                               64-66    A.538        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.4                                      1-CH.sub.3 -pyrrol-2-yl                                               3.90(m, 2H), 4.09(t, 2H),                                               5.87(m, 1H),                                               6.03(m, 1H), 6.53(m, 1H)    A.539        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         (CH.sub.2).sub.4                                      1-CH.sub.3 -pyrrol-2-yl                                               82-84    A.540        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.4                                      1-CH.sub.3 -pyrrol-2-yl                                               4.00(m, 22), 4.09(t, 2H),                                               5.87(m, 1H),                                               6.03(m, 1H), 6.53(m, 1H)    A.541        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.4                                      1-CH.sub.3 -pyrrol-2-yl                                               4.09(t, 2H), 5.87(m, 1H),                                               6.03(m, 1H),                                               6.53(m, 1H)    A.542        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.4                                      1-CH.sub.3 -pyrrol-2-yl                                               4.09(t, 2H), 5.87(m, 1H),                                               6.03(m, 1H),                                               6.53(m, 1H)    A.543        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 CHCH                                      Furan-2-yl                                               4.13(t, 2H), 6.00-6.42(m,                                               4H),                                               7.33(bs, 1H)    A.544        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 CHCH                                      Furan-3-yl                                               4.13(t, 2H), 5.92(m, 1H),                                               6.33(d, 1H), 6.55(bs, 1H),                                               7.40(d, 2H)    A.545        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 CHCH                                      Furan-3-yl                                               4.13(m, 2H), 5.92(m, 1H),                                               6.33(d, 1H), 6.55(s, 1H),                                               7.40(d, 2H)    A.546        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 CHCH                                      Furan-3-yl                                               4.13(t, 2H), 5.92(m, 1H),                                               6.33(d, 1H), 6.55(bs, 1H),                                               7.40(d, 2H)    A.547        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 CHCH                                      Thien-2-yl                                               4.15(t, 2H), 6.00(dt, 1H),                                               6.60(d, 1H), 6.90(m, 2H),                                               7.10(d, 1H)    A.548        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 CHCH                                      Thien-2-yl                                               4.10(t, 2H), 6.00(dt, 1H),                                               6.60(d, 1H), 6.80-7.20(m, 3H)    A.549        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 CHCH                                      Thien-2-yl                                               4.15(t, 2H), 6.00(dt, 1H),                                               6.60(d, 1H), 6.80-7.20(m,                                               3H),    A.550        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 CHCH                                      Thien-2-yl                                               4.15(t, 2H), 6.00(dt, 1H),                                               6.60(d, 1H), 6.80-7.20(m,                                               3H),    A.551        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 CHCH                                      Thien-2-yl                                               4.15(t, 2H), 6.00(dt, 1H),                                               6.60(d, 1H), 6.80-7.20(m,                                               3H),    A.552        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 CHCH                                      Thien-2-yl                                               4.15(t, 2H), 6.00(dt, 1H),                                               6.60(d, 1H), 6.80-7.20(m, 3H)    A.553        C.sub.2 H.sub.5            2,4,6-Trimethylphenyl                         CH.sub.2 CH.sub.2 CHCH                                      Thien-2-yl                                               4.20(t, 2H), 6.10(dt, 1H),                                               6.60(d, 1H), 6.80-7.20(m, 5H)    A.554        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 CHCH                                      5-CH.sub.3 -thien-2-yl                                               4.13(t, 2H), 5.87(dt, 1H)                                               6.37-6.73(m, 3H)    A.555        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 CHCH                                      5-CH.sub.3 -thien-2-yl                                               4.13(t, 2H), 5.87(dt, 1H)                                               6.37-6.73(m, 3H)    A.556        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 CHCH                                      5-CH.sub.3 -thien-2-yl                                               4.13(t, 2H), 5.87(dt, 1H)                                               6.37-6.73(m, 3H)    A.557        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 CHCH                                      5-CH.sub.3 -thien-2-yl                                               4.13(t, 2H), 5.87(dt, 1H)                                               6.37-6.73(m, 3H)    A.558        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 CHCH                                      5-CH.sub.3 -thien-2-yl                                               4.13(t, 2H), 5.88(dt, 1H)                                               6.37-6.73(m, 3H)    A.559        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 CHCH                                      5-CH.sub.3 -thien-2-yl                                               4.13(t, 2H), 5.88(dt, 1H)                                               6.37-6.73(m, 3H)    A.560        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 CHCH                                      5-Cl-thien-2-yl                                               4.15(t, 2H), 5.93(dt, 1H),                                               6.46(d, 1H), 6.63(d, 1H),                                               6.75(d, 1H)    A.561        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 CHCH                                      5-Cl-thien-2-yl                                               4.15(t, 2H), 5.93(dt, 1H),                                               6.46(d, 1H), 6.63(d, 1H),                                               6.75(d, 1H)    A.562        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 CHCH                                      5-Cl-thien-2-yl                                               4.15(t, 2H), 5.93(dt, 1H),                                               6.46(d, 1H), 6.63(d, 1H),                                               6.75(d, 1H)    A.563        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 CHCH                                      5-Cl-thien-2-yl                                               4.15(t, 2H), 5.93(dt, 1H),                                               6.46(d, 1H), 6.63(d, 1H),                                               6.75(d, 1H)    A.564        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 CHCH                                      5-Cl-thien-2-yl                                               4.15(t, 2H), 5.93(dt, 1H),                                               6.46(d, 1H), 6.63(d, 1H),                                               6.75(d, 1H)    A.565        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 CHCH                                      5-Cl-thien-2-yl                                               4.15(t, 2H), 5.93(dt, 1H),                                               6.46(d, 1H), 6.63(d, 1H),                                               6.75(d, 1H)    A.566        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 CHCH                                      Thien-3-yl                                               4.15(t, 2H), 6.07(dt, 1H),                                               6.50(d, 1H), 7.00-7.32(m, 3H)    A.567        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 CHCH                                      Thien-3-yl                                               4.15(t, 2H), 6.07(dt, 1H),                                               6.50(d, 1H), 7.00-7.32(m, 3H)    A.568        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 CHCH                                      Thien-3-yl                                               4.20(t, 2H), 6.07(dt, 1H),                                               6.50(d, 1H), 7.03-7.32(m, 3H)    A.569        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 CHCH                                      Thien-3-yl                                               4.20(t, 2H), 6.07(dt, 1H),                                               6.50(d, 1H), 7.03-7.32(m, 3H)    A.570        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 CHCH                                      Thien-3-yl                                               4.17(t, 2H), 6.07(dt, 1H),                                               6.50(d, 1H), 7.00-7.36(m, 3H)    A.571        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 CHCH                                      Thien-3-yl                                               4.17(t, 2H), 6.07(dt, 1H),                                               6.50(d, 1H), 7.00-7.36(m, 3H)    A.572        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 CHCH                                      2-Cl-thien-3-yl                                               4.20(t, 2H), 6.10(dt, 1H),                                               6.52(d, 1H), 7.05(s, 2H),    A.573        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 CHCH                                      2-Cl-thien-3-yl                                               4.20(t, 2H), 6.10(dt, 1H),                                               6.52(d, 1H), 7.05(s, 2H),    A.574        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 CHCH                                      2-Cl-thien-3-yl                                               4.20(t, 2H), 6.13(dt, 1H),                                               6.52(d, 1H), 7.07(s, 2H),    A.575        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 CHCH                                      2-Cl-thien-3-yl                                               4.20(t, 2H), 6.13(dt, 1H),                                               6.52(d, 1H), 7.07(s, 2H),    A.576        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 CHCH                                      2-Cl-thien-3-yl                                               4.20(t, 2H), 6.12(dt, 1H),                                               6.53(d, 1H), 7.10(s, 2H),    A.577        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 CHCH                                      2-Cl-thien-3-yl                                               4.20(t, 2H), 6.12(dt, 1H),                                               6.53(d, 1H), 7.10(s, 2H),    A.578        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 CHCH                                      5-Cl-thien-3-yl                                               4.17(t, 2H), 6.00(dt, 1H),                                               6.33(d, 1H), 6.83(s, 1H),                                               7.03(s, 1H)    A.579        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 CHCH                                      5-Cl-thien-3-yl                                               4.17(t, 2H), 6.00(dt, 1H),                                               6.33(d, 1H), 6.83(s, 1H),                                               7.03(s, 1H)    A.580        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 CHCH                                      5-Cl-thien-3-yl                                               4.17(t, 2H), 6.00(dt, 1H),                                               6.33(d, 1H), 6.83(s, 1H),                                               7.03(s, 1H)    A.581        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 CHCH                                      5-Cl-thien-3-yl                                               4.17(t, 2H), 6.00(dt, 1H),                                               6.33(d, 1H), 6.83(s, 1H),                                               7.03(s, 1H)    A.582        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 CHCH                                      5-Cl-thien-3-yl                                               4.20(t, 2H), 6.00(dt, 1H),                                               6.33(d, 1H), 6.83(s, 1H),                                               7.03(s, 1H)    A.583        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 CHCH                                      5-Cl-thien-3-yl                                               4.20(t, 2H), 6.00(dt, 1H),                                               6.33(d, 1H), 6.83(s, 1H),                                               7.03(s, 1H)    A.584        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 CHCH                                      Thien-2-yl                                               3.90(m, 2H), 6.90(m, 2H),                                               7.10(d, 1H)    A.585        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 CHCH                                      Thien-2-yl                                               3.90(m, 2H), 6.90(m, 2H),                                               7.10(d, 1H)    A.586        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 CHCH                                      Thien-2-yl    A.587        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 CHCH                                      Thien-2-yl    A.588        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 CHCH                                      Thien-3-yl                                               6.90(m, 2H), 7.10(d, 1H)    A.589        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 CHCH                                      Thien-3-yl                                               6.90(m, 2H), 7.10(d, 1H)    A.590        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         (CH.sub.2).sub.5                                      Furan-2-yl                                               5.93(m, 1H), 6.27(m, 1H),                                               7.27(m, 1H)    A.591        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.5                                      Furan-2-yl                                               5.93(m, 1H), 6.27(m, 1H),                                               7.27(m, 1H)    A.592        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         (CH.sub.2).sub.5                                      Furan-2-yl                                               5.90(m, 1H), 6.24(m, 1H),                                               7.24(m, 1H)    A.593        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.5                                      Furan-2-yl                                               50-53    A.594        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.5                                      Furan-2-yl                                               5.93(m, 1H), 6.27(m, 1H),                                               7.27(m, 1H)    A.595        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.5                                      Furan-2-yl                                               5.93(m, 1H), 6.27(m, 1H),                                               7.27(m, 1H)    A.596        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         (CH.sub.2).sub.5                                      Thien-2-yl                                               43-45    A.597        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.5                                      Thien-2-yl                                               73-75    A.598        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         (CH.sub.2).sub.5                                      Thien-2-yl                                               91-93    A.599        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.5                                      Thien-2-yl                                               74-75    A.600        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.5                                      Thien-2-yl                                               4.07(t, 2H), 6.80(m, 1H),                                               6.90(m, 1H),                                               7.10(m, 1H)    A.601        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.5                                      Thien-2-yl                                               4.07(t, 2H), 6.80(m, 1H),                                               6.90(m, 1H),                                               7.10(m, 1H)    A.602        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         (CH.sub.2).sub.5                                      1-CH.sub.3 -pyrrol-2-yl                                               3.90(m, 2H), 4.12(t, 2H),                                               5.90(m, 1H),                                               6.06(m, 1H), 6.53(m, 1H)    A.603        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.5                                      1-CH.sub.3 -pyrrol-2-yl                                               3.90(m, 2H), 4.12(t, 2H),                                               5.90(m, 1H),                                               6.06(m, 1H), 6.53(m, 1H)    A.604        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         (CH.sub.2).sub.5                                      1-CH.sub.3 -pyrrol-2-yl                                               4.00(m, 2H), 4.12(t, 2H),                                               5.90(m, 1H),                                               6.06(m, 1H), 6.53(m, 1H)    A.605        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.5                                      1-CH.sub.3 -pyrrol-2-yl                                               4.00(m, 2H), 4.12(t, 2H),                                               5.90(m, 1H),                                               6.06(m, 1H), 6.53(m, 1H)    A.606        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.5                                      1-CH.sub.3 -pyrrol-2-yl                                               4.12(t, 2H), 5.90(m, 1H),                                               6.06(m, 1H), 6.53(m, 1H)    A.607        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.5                                      1-CH.sub.3 -pyrrol-2-yl                                               4.12(t, 2H), 5.90(m, 1H),                                               6.06(m, 1H), 6.53(m, 1H)    A.608        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         (CH.sub.2).sub.6                                      Furan-2-yl                                               5.90(m, 1H), 6.27(m, 1H),                                               7.27(m, 1H)    A.609        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.6                                      Furan-2-yl                                               5.90(m, 1H), 6.27(m, 1H),                                               7.27(m, 1H)    A.610        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         (CH.sub.2).sub.6                                      Furan-2-yl                                               5.93(m, 1H), 6.27(m, 1H),                                               7.27(m, 1H)    A.611        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.6                                      Furan-2-yl                                               5.93(m, 1H), 6.27(m, 1H),                                               7.27(m, 1H)    A.612        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.6                                      Furan-2-yl                                               5.93(m, 1H), 6.27(m, 1H),                                               7.27(m, 1H)    A.613        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.6                                      Furan-2-yl                                               5.93(m, 1H), 6.27(m, 1H),                                               7.27(m, 1H)    A.614        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         (CH.sub.2).sub.6                                      Thien-2-yl                                               6.77(m, 1H), 6.90(m, 1H),                                               7.10(m, 1H)    A.615        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.6                                      Thien-2-yl                                               6.77(m, 1H), 6.90(m, 1H),                                               7.10(m, 1H)    A.616        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         (CH.sub.2).sub.6                                      Thien-2-yl                                               50-52    A.617        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.6                                      Thien-2-yl                                               6.80(m, 1H), 6.90(m, 1H),                                               7.10(m, 1H)    A.618        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.6                                      Thien-2-yl                                               6.80(m, 1H), 6.90(m, 1H),                                               7.10(m, 1H)    A.619        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.6                                      Thien-2-yl                                               6.80(m, 1H), 6.90(m, 1H),                                               7.10(m, 1H)    A.620        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         (CH.sub.2).sub.6                                      1-CH.sub.3 -pyrrol-2-yl                                               5.90(m, 1H), 6.06(m, 1H),                                               6.53(m, 1H)    A.621        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.6                                      1-CH.sub.3 -pyrrol-2-yl                                               5.90(m, 1H), 6.06(m, 1H),                                               6.53(m, 1H)    A.622        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         (CH.sub.2).sub.6                                      1-CH.sub.3 -pyrrol-2-yl                                               5.87(m, 1H), 6.06(m, 1H),                                               6.53(m, 1H)    A.623        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.6                                      1-CH.sub.3 -pyrrol-2-yl                                               5.87(m, 1H), 6.06(m, 1H),                                               6.53(m, 1H)    A.624        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.6                                      1-CH.sub.3 -pyrrol-2-yl                                               5.90(m, 1H), 6.06(m, 1H),                                               6.50(m, 1H)    A.625        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.6                                      1-CH.sub.3 -pyrrol-2-yl                                               5.90(m, 1H), 6.06(m, 1H),                                               6.50(m, 1H)    A.626        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2O                                      Phenyl   42-45    A.627        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2O                                      Phenyl   3.90(m, 2H), 4.20(t, 2H),                                               4.40(m, 2H),                                               6.80-7.00(m, 3H), 7.13-7.37(m,                                               2H)    A.628        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2O                                      Phenyl   106-107    A.629        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2O                                      Phenyl   72-73    A.630        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2O                                      Phenyl   52-55    A.631        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2O                                      Phenyl   92    A.632        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2O                                      2-F-phenyl                                               76-78    A.633        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2O                                      2-F-phenyl                                               72-77    A.634        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2O                                      2-F-phenyl                                               121-125    A.635        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2O                                      2-F-phenyl                                               103-107    A.636        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2O                                      2-F-phenyl                                               82-86    A.637        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2O                                      2-F-phenyl                                               81-85    A.638        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2O                                      3-F-phenyl                                               62-68    A.639        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2O                                      3-F-phenyl                                               3.90(m, 2H), 4.20(t, 2H),                                               4.40(m, 2H)                                               6.70(m, 3H), 7.25(m, 1H),    A.640        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2O                                      3-F-phenyl                                               103-109    A.641        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2O                                      3-F-phenyl                                               73-79    A.642        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2O                                      3-F-phenyl                                               4.20(t, 2H), 4.40(m, 2H),                                               6.70(m, 3H),                                               7.25(m, 1H)    A.643        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2O                                      3-F-phenyl    A.644        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2O                                      4-F-phenyl                                               64-67    A.645        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2O                                      4-F-phenyl                                               70-72    A.646        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2O                                      4-F-phenyl                                               101-103    A.647        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2O                                      4-F-phenyl                                               107-109    A.648        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2O                                      4-F-phenyl                                               105-108    A.649        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2O                                      4-F-phenyl                                               82-84    A.650        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2O                                      2-Cl-phenyl                                               74-80    A.651        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2O                                      2-Cl-phenyl                                               67-71    A.652        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2O                                      2-Cl-phenyl                                               4.00(m, 2H), 4.27(t, 2H),                                               4.47(m, 2H),                                               7.20(t, 1H), 7.37(d, 1H)    A.653        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2O                                      2-Cl-phenyl                                               68-72    A.654        C.sub.2 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2O                                      2-Cl-phenyl                                               74-78    A.655        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2O                                      2-Cl-phenyl                                               72-78    A.656        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2O                                      3-Cl-phenyl    A.657        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2O                                      3-Cl-phenyl    A.658        C.sub.2 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2O                                      3-Cl-phenyl    A.659        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2O                                      3-Cl-phenyl    A.660        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2O                                      3-Cl-phenyl    A.661        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2O                                      3-Cl-phenyl    A.662        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2O                                      4-Cl-phenyl                                               3.93(m, 2H), 4.20(t, 2H),                                               4.43(m, 2H),                                               6.90(m, 2H), 7.25(m, 2H)    A.663        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2O                                      4-Cl-phenyl                                               3.93(m, 2H), 4.20(t, 2H),                                               4.43(m, 2H),                                               6.90(m, 2H), 7.25(m, 2H)    A.664        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2O                                      4-Cl-phenyl                                               116-118    A.665        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2O                                      4-Cl-phenyl                                               104-106    A.666        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2O                                      4-Cl-phenyl                                               74-77    A.667        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2O                                      4-Cl-phenyl                                               86-88    A.668        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2O                                      2-CF.sub.3 -phenyl    A.669        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2O                                      2-CF.sub.3 -phenyl    A.670        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2O                                      2-CF.sub.3 -phenyl    A.671        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2O                                      2-CF.sub.3 -phenyl    A.672        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2O                                      2-CF.sub.3 -phenyl    A.673        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2O                                      2-CF.sub.3 -phenyl    A.674        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2O                                      3-CF.sub.3 -phenyl    A.675        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2O                                      3-CF.sub.3 -phenyl    A.676        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2O                                      3-CF.sub.3 -phenyl    A.677        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2O                                      3-CF.sub.3 -phenyl    A.678        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2O                                      3-CF.sub.3 -phenyl    A.679        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2O                                      3-CF.sub.3 -phenyl    A.680        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2O                                      4-CF.sub.3 -phenyl                                               72-77    A.681        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2O                                      4-CF.sub.3 -phenyl                                               3.90(m, 2H), 4.27(t, 2H),                                               4.47(m, 2H)                                               7.00(d, 2H), 7.55(d, 2H)    A.682        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2O                                      4-CF.sub.3 -phenyl    A.683        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2O                                      4-CF.sub.3 -phenyl                                               90-94    A.684        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2O                                      4-CF.sub.3 -phenyl                                               73-79    A.685        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2O                                      4-CF.sub.3 -phenyl                                               4.27(t, 2H), 4.47(m, 2H),                                               7.00(d, 2H)                                               7.55(d, 2H)    A.686        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2O                                      2,4-Cl.sub.2 -phenyl                                               73-75    A.687        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2O                                      2,4-Cl.sub.2 -phenyl                                               69-73    A.688        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2O                                      2,4-Cl.sub.2 -phenyl                                               4.00(m, 2H), 4.25(t, 2H),                                               4.45(t, 2H)                                               6.87(d, 1H), 7.17(d, 1H),                                               7.37(d, 1H)    A.689        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2O                                      2,4-Cl.sub.2 -phenyl                                               4.00(m, 2H), 4.25(t, 2H),                                               4.45(t, 2H)                                               6.87(d, 1H), 7.17(d, 1H),                                               7.37(d, 1H)    A.690        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2O                                      2,4-Cl.sub.2 -phenyl                                               4.25(t, 2H), 4.45(t, 2H),                                               6.87(d, 1H)                                               7.17(d, 1H), 7.37(d, 1H)    A.691        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2O                                      2,4-Cl.sub.2 -phenyl                                               4.25(t, 2H), 4.45(t, 2H),                                               6.87(d, 1H)                                               7.17(d, 1H), 7.37(d, 1H)    A.692        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2O                                      2,4,6-Cl.sub.3 -phenyl                                               90-93    A.693        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2O                                      2,4,6-Cl.sub.3 -phenyl                                               83-87    A.694        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2O                                      2,4,6-Cl.sub.3 -phenyl                                               79-82    A.695        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2O                                      2,4,6-Cl.sub.3 -phenyl                                               4.00(m, 2H), 4.27(t, 2H),                                               4.45(m, 2H),                                               7.32(s, 2H)    A.696        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2O                                      2,4,6-Cl.sub.3 -phenyl                                               105-108    A.697        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2O                                      2,4,6-Cl.sub.3 -phenyl                                               4.27(t, 2H), 4.45(m, 2H),                                               7.82(s, 2H)    A.698        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2O                                      4-NO.sub.2 -phenyl                                               3.90(m, 2H), 4.32(m, 2H),                                               4.50(m, 2H),                                               7.00(d, 2H), 8.20(d, 2H)    A.699        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2O                                      4-NO.sub.2 -phenyl                                               3.90(m, 2H), 4.32(m, 2H),                                               4.50(m, 2H)                                               7.00(d, 2H), 8.20(d, 2H)    A.700        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2O                                      4-NO.sub.2 -phenyl                                               126-129    A.701        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2O                                      4-NO.sub.2 -phenyl                                               138-141    A.702        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2O                                      4-NO.sub.2 -phenyl                                               4.32(m, 2H), 4.50(m, 2H),                                               7.00(d, 2H),                                               8.20(d, 2H)    A.703        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2O                                      4-NO.sub.2 -phenyl                                               4.32(m, 2H), 4.50(m, 2H),                                               7.00(d, 2H)                                               8.20(d, 2H)    A.704        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH(CH.sub.3)O                                      Phenyl    A.705        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH(CH.sub.3)O                                      Phenyl    A.706        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH(CH.sub.3)O                                      Phenyl    A.707        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH(CH.sub.3)O                                      Phenyl    A.708        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH(CH.sub.3)O                                      Phenyl    A.709        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH(CH.sub.3)O                                      Phenyl    A.710        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH(CH.sub.3)O                                      4-F-phenyl    A.711        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH(CH.sub.3)O                                      4-F-phenyl    A.712        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH(CH.sub.3)O                                      4-F-phenyl    A.713        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH(CH.sub.3)O                                      4-F-phenyl    A.714        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH(CH.sub.3)O                                      4-F-phenyl    A.715        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH(CH.sub.3)O                                      4-F-phenyl    A.716        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH(CH.sub.3)O                                      4-Cl-phenyl    A.717        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH(CH.sub.3)O                                      4-Cl-phenyl    A.718        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH(CH.sub.3)O                                      4-Cl-phenyl                                               1.35(m, 3H), 4.05-4.30(m,                                               2H),                                               4.60(m, 1H), 6.80-7.40(m, 4H)    A.719        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH(CH.sub.3)O                                      4-Cl-phenyl                                               1.35(m, 3H), 4.05-4.30(m,                                               2H),                                               4.60(m, 1H), 6.80-7.40(m, 4H)    A.720        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH(CH.sub.3)O                                      4-Cl-phenyl                                               1.35(m, 3H), 4.05-4.25(m,                                               2H),                                               4.60(m, 1H), 6.80-7.40(m, 4H)    A.721        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH(CH.sub.3)O                                      4-Cl-phenyl                                               1.35(m, 3H), 4.05-4.30(m,                                               2H),                                               4.60(m, 1H), 6.80-7.40(m, 4H)    A.722        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2S                                      Phenyl   3.90(m, 2H), 4.23(t, 2H),                                               7.17-7.43(m, 5H)    A.723        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2S                                      Phenyl   65    A.724        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2S                                      Phenyl   3.97(m, 2H), 4.23(t, 2H),                                               7.17-7.43(m, 5H)    A.725        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2S                                      Phenyl   3.97(m, 2H), 4.23(t, 2H),                                               7.17-7.43(m, 5H)    A.726        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2S                                      Phenyl   4.23(t, 2H), 7.17-7.43(m, 5H)    A.727        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2S                                      Phenyl   4.23(t, 2H), 7.17-7.43(m, 5H)    A.728        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2S                                      4-F-phenyl                                               3.90(m, 2H), 4.17(t, 2H),                                               7.00(m, 2H),                                               7.40(m, 2H)    A.729        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2S                                      4-F-phenyl                                               3.90(m, 2H), 4.17(t, 2H),                                               7.00(m, 2H),                                               7.40(m, 2H)    A.730        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2S                                      4-F-phenyl                                               4.00(m, 2H), 4.17(t, 2H),                                               7.00(m, 2H),                                               7.40(m, 2H)    A.731        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2S                                      4-F-phenyl                                               4.00(m, 2H), 4.17(t, 2H),                                               7.00(m, 2H),                                               7.40(m, 2H)    A.732        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2S                                      4-F-phenyl                                               4.17(t, 2H), 7.00(m, 2H),                                               7.40(m, 2H),    A.733        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2S                                      4-F-phenyl                                               4.17(t, 2H), 7.00(m, 2H),                                               7.40(m, 2H),    A.734        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2S                                      4-Cl-phenyl                                               71-75    A.735        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2S                                      4-Cl-phenyl                                               63-65    A.736        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2S                                      4-Cl-phenyl                                               4.00(m, 2H), 4.20(t, 2H),                                               7.30(m, 4H)    A.737        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2S                                      4-Cl-phenyl                                               4.00(m, 2H), 4.20(t, 2H),                                               7.30(m, 4H)    A.738        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2S                                      4-Cl-phenyl                                               4.20(t, 2H), 7.30(m, 4H)    A.739        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2S                                      4-Cl-phenyl                                               4.20(t, 2H), 7.30(m, 4H)    A.740        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2S                                      2-Cl-phenyl                                               3.90(m, 2H), 4.25(t, 2H),                                               7.10-7.50(m, 4H)    A.741        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2S                                      2-Cl-phenyl                                               3.90(m, 2H), 4.25(t, 2H),                                               7.10-7.50(m, 4H)    A.742        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2S                                      2-Cl-phenyl                                               4.00(m, 2H), 4.25(t, 2H),                                               7.10-7.50(m, 4H)    A.743        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2S                                      2-Cl-phenyl                                               4.00(m, 2H), 4.25(t, 2H),                                               7.10-7.50(m, 4H)    A.744        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2S                                      2-Cl-phenyl                                               4.25(t, 2H), 7.10-7.50(m, 4H)    A.745        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2S                                      2-Cl-phenyl                                               4.25(t, 2H), 7.10-7.50(m, 4H)    A.746        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2S                                      2,6-Cl.sub.2 -phenyl                                               3.90(m, 2H) 4.20(t, 2H),                                               7.20(t, 1H)                                               7.40(d, 2H)    A.747        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2S                                      2,6-Cl.sub.2 -phenyl                                               3.90(m, 2H) 4.20(t, 2H),                                               7.20(t, 1H)                                               7.40(d, 2H)    A.748        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2S                                      2,6-Cl.sub.2 -phenyl                                               61-64    A.749        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2S                                      2,6-Cl.sub.2 -phenyl                                               4.00(m, 2H) 4.20(t, 2H),                                               7.20(t, 1H)                                               7.40(d, 2H)    A.750        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2S                                      2,6-Cl.sub.2 -phenyl                                               4.20(t, 2H) 7.20(t, 2H),                                               7.40(d, 2H)    A.751        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2S                                      2,6-Cl.sub.2 -phenyl                                               4.20(t, 2H) 7.20(t, 2H),                                               7.40(d, 2H)    A.752        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         (CH.sub.2).sub.3O                                      Phenyl   3.90(m, 2H), 4.03(t, 2H),                                               4.23(t, 2H),                                               6.90(m, 3H), 7.27(m, 2H)    A.753        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.3O                                      Phenyl   3.90(m, 2H), 4.03(t, 2H),                                               4.23(t, 2H),                                               6.90(m, 3H), 7.27(m, 2H)    A.754        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         (CH.sub.2).sub.3O                                      Phenyl   3.97(m, 2H), 4.03(t, 2H),                                               4.23(t, 2H),                                               6.90(m, 3H), 7.27(m, 2H)    A.755        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.3O                                      Phenyl   3.97(m, 2H), 4.03(t, 2H),                                               4.23(t, 2H),                                               6.90(m, 3H), 7.27(m, 2H)    A.756        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.3O                                      Phenyl   4.03(t, 2H), 4.23(t, 2H),                                               6.90(m, 3H),                                               7.27(m, 2H)    A.757        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.3O                                      Phenyl   4.03(t, 2H), 4.23(t, 2H),                                               6.90(m, 3H),                                               7.27(m, 2H)    A.758        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         (CH.sub.2).sub.3O                                      2-F-phenyl                                               3.90(m, 2H), 4.10(t, 2H),                                               4.27(t, 2H),                                               6.80-7.15(m, 4H)    A.759        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.3O                                      2-F-phenyl                                               3.90(m, 2H), 4.10(t, 2H),                                               4.27(t, 2H),                                               6.80-7.15(m, 4H)    A.760        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         (CH.sub.2).sub.3O                                      2-F-phenyl                                               4.00(m, 2H), 4.10(t, 2H),                                               4.27(t, 2H),                                               6.80-7.15(m, 4H)    A.761        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.3O                                      2-F-phenyl                                               76-80    A.762        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.3O                                      2-F-phenyl                                               4.10(t, 2H), 4.27(t, 2H),                                               6.80-7.15(m, 4H),    A.763        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.3O                                      2-F-phenyl                                               4.10(t, 2H), 4.27(t, 2H),                                               6.80-7.15(m, 4H),    A.764        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         (CH.sub.2).sub.3O                                      3-F-phenyl                                               3.90(m, 2H), 4.05(t, 2H),                                               4.27(t, 2H),                                               6.67(m, 3H), 7.23(m, 1H)    A.765        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.3O                                      3-F-phenyl                                               3.90(m, 2H), 4.05(t, 2H),                                               4.27(t, 2H),                                               6.67(m, 3H), 7.23(m, 1H)    A.766        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         (CH.sub.2).sub.3O                                      3-F-phenyl                                               3.90-4,10(m, 4H), 4.27(t,                                               2H),                                               6.67(m, 3H), 7.23(m, 1H)    A.767        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.3O                                      3-F-phenyl                                               3.90-4,10(m, 4H), 4.27(t,                                               2H),                                               6.67(m, 3H), 7.23(m, 1H)    A.768        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.3O                                      3-F-phenyl                                               4.05(t, 2H), 4.27(t, 2H),                                               6.67(m, 3H)                                               7.23(m, 1H)    A.769        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.3O                                      3-F-phenyl                                               4.05(t, 2H), 4.27(t, 2H),                                               6.67(m, 3H)                                               7.23(m, 1H)    A.770        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         (CH.sub.2).sub.3O                                      4-F-phenyl                                               3.90(m, 2H), 4.03(t, 2H),                                               4.27(t, 2H),                                               6.90(m, 2H), 7.00(m, 2H)    A.771        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.3O                                      4-F-phenyl                                               3.90(m, 2H), 4.03(t, 2H),                                               4.27(t, 2H),                                               6.90(m, 2H), 7.00(m, 2H)    A.772        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         (CH.sub.2).sub.3O                                      4-F-phenyl                                               3.90-4.06(m, 4H), 4.23(t,                                               2H),                                               6.90(m, 2H), 7.00(m, 2H)    A.773        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.3O                                      4-F-phenyl                                               3.90-4.06(m, 4H), 4.28(t,                                               2H),                                               6.90(m, 2H), 7.00(m, 2H)    A.774        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.3O                                      4-F-phenyl                                               4.03(t, 2H), 4.27(t, 2H),                                               6.90(m, 2H),                                               7.00(m, 2H)    A.775        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.3O                                      4-F-phenyl                                               4.03(t, 2H), 4.27(t, 2H),                                               6.90(m, 2H),                                               7.00(m, 2H)    A.776        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         (CH.sub.2).sub.3O                                      2-Cl-phenyl    A.777        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.3O                                      2-Cl-phenyl    A.778        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         (CH.sub.2).sub.3O                                      2-Cl-phenyl    A.779        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.3O                                      2-Cl-phenyl    A.780        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.3O                                      2-Cl-phenyl    A.781        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.3O                                      2-Cl-phenyl    A.782        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         (CH.sub.2).sub.3O                                      3-Cl-phenyl                                               3.90(m, 2H), 4.06(t, 2H),                                               4.27(t, 2H),                                               6.77(m, 1H), 6.90(m, 2H),                                               7.17(m, 1H)    A.783        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.3O                                      3-Cl-phenyl                                               3.90(m, 2H), 4.06(t, 2H),                                               4.27(t, 2H),                                               6.77(m, 1H), 6.90(m, 2H),                                               7.17(m, 1H)    A.784        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         (CH.sub.2).sub.3O                                      3-Cl-phenyl                                               3.90-4.10(m, 4H), 4.27(t,                                               2H),                                               6.77(m, 1H), 6.90(m, 2H),                                               7.17(m, 1H)    A.785        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.3O                                      3-Cl-phenyl                                               3.90-4.10(m, 4H), 4.27(t,                                               2H),                                               6.77(m, 1H), 6.90(m, 2H),                                               7.17(m, 1H)    A.786        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.3O                                      3-Cl-phenyl                                               4.06(t, 2H), 4.27(t, 2H),                                               6.77(m, 1H),                                               6.90(m, 2H), 7.17(m, 1H)    A.787        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.3O                                      3-Cl-phenyl                                               4.06(t, 2H), 4.27(t, 2H),                                               6.77(m, 1H),                                               6.90(m, 2H), 7.17(m, 1H)    A.788        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         (CH.sub.2).sub.3O                                      4-Cl-phenyl                                               3.90(m, 2H), 4.03(t, 2H),                                               4.23(t, 2H),                                               6.80(m, 2H), 7.20(m, 2H)    A.789        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.3O                                      4-Cl-phenyl                                               3.90(m, 2H), 4.03(t, 2H),                                               4.23(t, 2H),                                               6.80(m, 2H), 7.20(m, 2H)    A.790        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         (CH.sub.2).sub.3O                                      4-Cl-phenyl                                               3.90-4.09(m, 4H), 4.23(t,                                               2H),                                               6.80(m, 2H), 7.20(m, 2H)    A.791        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.3O                                      4-Cl-phenyl                                               3.90-4.09(m, 4H), 4.23(t,                                               2H),                                               6.80(m, 2H), 7.20(m, 2H)    A.792        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.3O                                      4-Cl-phenyl                                               4.03(t, 2H), 4.23(t, 2H),                                               6.80(m, 2H),                                               7.20(m, 2H)    A.793        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.3O                                      4-Cl-phenyl                                               4.03(t, 2H), 4.23(t, 2H),                                               6.80(m, 2H),                                               7.20(m, 2H)    A.794        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         (CH.sub.2).sub.3O                                      4-NO.sub.2 -phenyl                                               3.90(m, 2H), 4.20(t, 2H),                                               4.28(t, 2H),                                               6.93(d, 2H), 8.20(d, H)    A.795        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.3O                                      4-NO.sub.2 -phenyl                                               3.90(m, 2H), 4.20(t, 2H),                                               4.28(t, 2H),                                               6.93(d, 2H), 8.20(d, 2H)    A.796        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         (CH.sub.2).sub.3O                                      4-NO.sub.2 -phenyl                                               4.00(m, 2H), 4.20(t, 2H),                                               4.28(t, 2H),                                               6.93(d, 2H), 8.20(d, 2H)    A.797        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.3O                                      4-NO.sub.2 -phenyl                                               4.00(m, 2H), 4.20(t, 2H),                                               4.28(t, 2H),                                               6.93(d, 2H), 8.20(d, 2H)    A.798        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.3O                                      4-NO.sub.2 -phenyl                                               4.20(t, 2H), 4.28(t, 2H),                                               6.93(d, 2H),                                               8.20(d, 2H)    A.799        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.3O                                      4-NO.sub.2 -phenyl                                               4.20(t, 2H), 4.28(t, 2H),                                               6.93(d, 2H),                                               8.20(d, 2H)    A.800        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         (CH.sub.2).sub.3O                                      4-Br-phenyl                                               3.90(m, 2H), 4.00(t, 2H),                                               4.27(t, 2H),                                               6.80(d, 2H), 7.37(d, 2H)    A.801        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.3O                                      4-Br-phenyl                                               3.90(m, 2H), 4.00(t, 2H),                                               4.27(t, 2H),                                               6.80(d, 2H), 7.37(d, 2H)    A.802        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         (CH.sub.2).sub.3O                                      4-Br-phenyl                                               3.90-4.10(m, 4H), 4.27(t,                                               2H),                                               6.80(d, 2H), 7.37(d, 2H)    A.803        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.3O                                      4-Br-phenyl                                               3.90-4.10(m, 4H), 4.27(t,                                               2H),                                               6.80(d, 2H), 7.37(d, 2H)    A.804        C.sub.2 H.sub.5            Tetrahydrothiopyran-4-yl                         (CH.sub.2).sub.3O                                      4-Br-phenyl                                               4.00(t, 2H), 4.27(t, 2H),                                               6.80(d, 2H),                                               7.37(d, 2H)    A.805        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-4-yl                         (CH.sub.2).sub.3O                                      4-Br-phenyl                                               4.00(t, 2H), 4.27(t, 2H),                                               6.80(d, 2H),                                               7.37(d, 2H)    A.806        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         (CH.sub.2).sub.3S                                      Phenyl   3.90(m, 2H), 4.17(t, 2H),                                               7.10-7.40(m, 5H)    A.807        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.3S                                      Phenyl   3.90(m, 2H), 4.17(t, 2H),                                               7.10-7.40(m, 5H)    A.808        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         (CH.sub.2).sub.3S                                      Phenyl   4.00(m, 2H), 4.17(t, 2H),                                               7.10-7.40(m, 5H)    A.809        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.3S                                      Phenyl   4.00(m, 2H), 4.17(t, 2H),                                               7.10-7.40(m, 5H)    A.810        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.3S                                      Phenyl   4.17(t, 2H), 7.10-7.40(m, 5H)    A.811        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.3S                                      Phenyl   4.17(t, 2H), 7.10-7.40(m, 5H)    A.812        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         (CH.sub.2).sub.3S                                      4-F-phenyl                                               3.90(m, 2H), 4.17(t, 2H),                                               7.00(t, 2H),                                               7.33(m, 2H)    A.813        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.3S                                      4-F-phenyl                                               3.90(m, 2H), 4.17(t, 2H),                                               7.00(t, 2H),                                               7.33(m, 2H)    A.814        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         (CH.sub.2).sub.3S                                      4-F-phenyl                                               4.00(m, 2H), 4.17(t, 2H),                                               7.00(t, 2H),                                               7.33(m, 2H)    A.815        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.3S                                      4-F-phenyl                                               4.00(m, 2H), 4.17(t, 2H),                                               7.00(t, 2H),                                               7.33(m, 2H)    A.816        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.3S                                      4-F-phenyl                                               4.17(t, 2H), 7.00(t, 2H),                                               7.33(m, 2H)    A.817        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.3S                                      4-F-phenyl                                               4.17(t, 2H), 7.00(t, 2H),                                               7.33(m, 2H)    A.818        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         (CH.sub.2).sub.3S                                      4-Cl-phenyl                                               3.90(m, 2H), 4.17(t, 2H),                                               7.27(s, 4H)    A.819        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.3S                                      4-Cl-phenyl                                               3.90(m, 2H), 4.17(t, 2H),                                               7.27(s, 4H)    A.820        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         (CH.sub.2).sub.3S                                      4-Cl-phenyl                                               4.00(m, 2H), 4.17(t, 2H),                                               7.27(s, 4H)    A.821        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.3S                                      4-Cl-phenyl                                               4.00(m, 2H), 4.17(t, 2H),                                               7.27(s, 4H)    A.822        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.3S                                      4-Cl-phenyl                                               4.17(t, 2H), 7.27(s, 4H)    A.823        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.3S                                      4-Cl-phenyl                                               4.17(t, 2H), 7.27(s, 4H)    A.824        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         (CH.sub.2).sub.3S                                      2-Cl-phenyl                                               3.90(m, 2H), 4.20(t, 2H),                                               7.07-7.40(m, 4H)    A.825        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.3S                                      2-Cl-phenyl                                               3.90(m, 2H), 4.20(t, 2H),                                               7.07-7.40(m, 4H)    A.826        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         (CH.sub.2).sub.3S                                      2-Cl-phenyl                                               4.00(m, 2H), 4.20(t, 2H),                                               7.07-7.40(m, 4H)    A.827        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.3S                                      2-Cl-phenyl                                               4.00(m, 2H), 4.20(t, 2H),                                               7.07-7.40(m, 4H)    A.828        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.3S                                      2-Cl-phenyl                                               4.20(t, 2H), 7.07-7.40(m, 4H)    A.829        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.3S                                      2-Cl-phenyl                                               4.20(t, 2H), 7.07-7.40(m, 4H)    A.830        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         (CH.sub.2).sub.3S                                      3-Cl-phenyl                                               3.90(m, 2H), 4.20(t, 2H),                                               7.17(m, 3H)                                               7.30(m, 1H)    A.831        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.3S                                      3-Cl-phenyl                                               3.90(m, 2H), 4.20(t, 2H),                                               7.17(m, 3H)                                               7.30(m, 1H)    A.832        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         (CH.sub.2).sub.3S                                      3-Cl-phenyl                                               4.00(m, 2H), 4.20(t, 2H),                                               7.17(m, 3H)                                               7.30(m, 1H)    A.833        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.3S                                      3-Cl-phenyl                                               4.00(m, 2H), 4.20(t, 2H),                                               7.17(m, 3H)                                               7.30(m, 1H)    A.834        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.3S                                      3-Cl-phenyl                                               4.20(t, 2H), 7.17(m, 3H),                                               7.30(m, 1H)    A.835        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.3S                                      3-Cl-phenyl                                               4.20(t, 2H), 7.17(m, 3H),                                               7.30(m, 1H)    A.836        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         (CH.sub.2).sub.3S                                      2,5-Cl.sub.2 -phenyl                                               3.90(m, 2H), 4.20(t, 2H),                                               7.07(dd, 1H),                                               7.20(d, 1H), 7.30(d, 1H)    A.837        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.3S                                      2,5-Cl.sub.2 -phenyl                                               3.90(m, 2H), 4.20(t, 2H),                                               7.07(dd, 1H),                                               7.20(d, 1H), 7.30(d, 1H)    A.838        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         (CH.sub.2).sub.3S                                      2,5-Cl.sub.2 -phenyl                                               4.00(m, 2H), 4.20(t, 2H),                                               7.07(dd, 1H),                                               7.20(d, 1H), 7.30(d, 1H)    A.839        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.3S                                      2,5-Cl.sub.2 -phenyl                                               4.00(m, 2H), 4.20(t, 2H),                                               7.07(dd, 1H),                                               7.20(d, 1H), 7.30(d, 1H)    A.840        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.3S                                      2,5-Cl.sub.2 -phenyl                                               4.20(t, 2H), 7.07(dd, 1H),                                               7.20(d, 1H)                                               7.30(d, 1H)    A.841        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.3S                                      2,5-Cl.sub.2 -phenyl                                               4.20(t, 2H), 7.07(dd, 1H),                                               7.20(d, 1H)                                               7.30(d, 1H)    A.842        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         (CH.sub.2).sub.3S                                      2,6-Cl.sub.2 -phenyl                                               3.90(m, 2H), 4.20(t, 2H),                                               7.20(t, 1H)                                               7.40(d, 2H)    A.843        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.3S                                      2,6-Cl.sub.2 -phenyl                                               3.90(m, 2H), 4.20(t, 2H),                                               7.20(t, 1H)                                               7.40(d, 2H)    A.844        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         (CH.sub.2).sub.3S                                      2,6-Cl.sub.2 -phenyl                                               4.00(m, 2H), 4.20(t, 2H),                                               7.20(t, 1H)                                               7.40(d, 2H)    A.845        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.3S                                      2,6-Cl.sub.2 -phenyl                                               4.00(m, 2H), 4.20(t, 2H),                                               7.20(t, 1H)                                               7.40(d, 2H)    A.846        C.sub.2 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.3S                                      2,6-Cl.sub.2 -phenyl                                               4.20(t, 2H), 7.20(t, 1H),                                               7.40(d, 2H)    A.847        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.3S                                      2,6-Cl.sub.2 -phenyl                                               4.20(t, 2H), 7.20(t, 1H),                                               7.40(d, 2H)    A.848        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      Phenyl   3.90(m, 2H), 4.25(t, 2H),                                               4.58(s, 2H),                                               7.38(s, 5H)    A.849        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      Phenyl   3.90(m, 2H), 4.25(t, 2H),                                               4.58(s, 2H),                                               7.38(s, 5H)    A.850        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      Phenyl   4.03(m, 2H), 4.33(m, 2H),                                               4.60(s, 2H),                                               7.40(s, 5H)    A.851        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      Phenyl   4.03(m, 2H), 4.33(m, 2H),                                               4.60(s, 2H),                                               7.40(s, 5H)    A.852        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      Phenyl   4.27(m, 2H), 4.57(s, 2H),                                               7.35(s, 5H)    A.853        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      Phenyl   4.27(m, 2H), 4.57(s, 2H),                                               7.35(s, 5H)    A.854        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      2-F-phenyl                                               3.93(m, 2H), 4.27(m, 2H),                                               4.67(s, 2H),                                               6.93-7.50(m, 4H)    A.855        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      2-F-phenyl                                               3.93(m, 2H), 4.27(m, 2H),                                               4.67(s, 2H),                                               6.93-7.50(m, 4H)    A.856        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      2-F-phenyl                                               4.03(m, 2H), 4.27(m, 2H),                                               4.63(s, 2H),                                               6.97-7.50(m, 4H)    A.857        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      2-F-phenyl                                               4.03(m, 2H), 4.27(m, 2H),                                               4.63(s, 2H),                                               6.97-7.50(m, 4H)    A.858        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      2-F-phenyl                                               4.27(m, 2H), 4.67(s, 2H),                                               6.97-7.50(m, 4H)    A.859        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      2-F-phenyl                                               4.27(m, 2H), 4.67(s, 2H),                                               6.97-7.50(m, 4H)    A.860        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      3-F-phenyl                                               3.93(m, 2H), 4.27(m, 2H),                                               4.57(s, 2H),                                               6.90-7.15(m, 3H), 7.23-7.40(m,                                               1H)    A.861        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      3-F-phenyl                                               3.93(m, 2H), 4.27(m, 2H),                                               4.57(s, 2H),                                               6.90-7.15(m, 3H), 7.23-7.40(m,                                               1H)    A.862        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      3-F-phenyl                                               4,03(m, 2H), 4,25(m, 2H),                                               4,60(s, 2H),                                               6,90-7,18(m, 3H), 7,26-7,40(m,                                               1H)    A.863        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      3-F-phenyl                                               4.03(m, 2H), 4.25(m, 2H),                                               4.60(s, 2H),                                               6.90-7.18(m, 3H), 7.26-7.40(m,                                               1H)    A.864        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      3-F-phenyl                                               4.27(m, 2H), 4.60(s, 2H),                                               6.90-7.15(m, 3H), 7.23-7.40(m,                                               1H)    A.865        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      3-F-phenyl                                               4.27(m, 2H), 4.60(s, 2H),                                               6.90-7.15(m, 3H), 7.23-7.40(m,                                               1H)    A.866        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      4-F-phenyl                                               3.93(m, 2H), 4.23(m, 2H),                                               4.53(s, 2H),                                               7.00(m, 2H), 7.30(m, 2H)    A.867        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      4-F-phenyl                                               3.93(m, 2H), 4.23(m, 2H),                                               4.53(s, 2H),                                               7.00(m, 2H), 7.30(m, 2H)    A.868        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      4-F-phenyl                                               92    A.869        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      4-F-phenyl                                               4.00(m, 2H), 4.23(m, 2H),                                               4.53(s, 2H),                                               7.03(m, 2H), 7.30(m, 2H)    A.870        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      4-F-phenyl                                               4.27(m, 2H), 4.53(s, 2H),                                               7.03(m, 2H),                                               7.30(m, 2H)    A.871        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      4-F-phenyl                                               4.27(m, 2H), 4.53(s, 2H),                                               7.03(m, 2H),                                               7.30(m, 2H)    A.872        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      2-Cl-phenyl    A.873        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      2-Cl-phenyl    A.874        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      2-Cl-phenyl    A.875        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      2-Cl-phenyl    A.876        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      2-Cl-phenyl    A.877        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      2-Cl-phenyl    A.878        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      3-Cl-phenyl    A.879        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      3-Cl-phenyl    A.880        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      3-Cl-phenyl    A.881        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      3-Cl-phenyl    A.882        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      3-Cl-phenyl    A.883        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      3-Cl-phenyl    A.884        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      4-Cl-phenyl                                               3.93(m, 2H), 4.27(m, 2H),                                               4.53(s, 2H),                                               7.28(m, 4H)    A.885        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      4-Cl-phenyl                                               3.93(m, 2H), 4.27(m, 2H),                                               4.53(s, 2H),                                               7.28(m, 4H)    A.886        C.sub.2 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      4-Cl-phenyl                                               67-72    A.887        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      4-Cl-phenyl                                               4.00(m, 2H), 4.23(m, 2H),                                               4.53(s, 2H),                                               7.28(m, 4H)    A.888        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      4-Cl-phenyl                                               4.27(m, 2H), 4.53(s, 2H),                                               7.28(m, 4H)    A.889        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      4-Cl-phenyl                                               4.27(m, 2H), 4.53(s, 2H),                                               7.28(m, 4H)    A.890        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      2-CH.sub.3 -phenyl                                               3.93(m, 2H), 4.23(m, 2H),                                               4.57(s, 2H),                                               7.09-7,33(m, 4H)    A.891        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      2-CH.sub.3 -phenyl                                               3.93(m, 2H), 4.23(m, 2H),                                               4.57(s, 2H),                                               7.09-7.33(m, 4H)    A.892        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      2-CH.sub.3 -phenyl                                               4.00(m, 2H), 4.23(m, 2H),                                               4.57(s, 2H),                                               7.09-7.33(m, 4H)    A.893        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      2-CH.sub.3 -phenyl                                               4.00(m, 2H), 4.23(m, 2H),                                               4.57(s, 2H),                                               7.09-7.33(m, 4H)    A.894        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      2-CH.sub.3 -phenyl                                               4.23(m, 2H), 4.57(s, 2H),                                               7.09-7.33(m, 4H)    A.895        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      2-CH.sub.3 -phenyl                                               4.23(m, 2H), 4.57(s, 2H),                                               7.09-7.33(m, 4H)    A.896        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      3-CH.sub.3 -phenyl                                               3.93(m, 2H), 4.25(m, 2H),                                               4.57(s, 2H),                                               7.00-7.32(m, 4H)    A.897        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      3-CH.sub.3 -phenyl                                               3.93(m, 2H), 4.25(m, 2H),                                               4.57(s, 2H),                                               7.00-7.32(m, 4H)    A.898        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      3-CH.sub.3 -phenyl                                               4.00(m, 2H), 4.27(m, 2H),                                               4.57(s, 2H),                                               7.00-7.32(m, 4H)    A.899        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      3-CH.sub.3 -phenyl                                               4.00(m, 2H), 4.27(m, 2H),                                               4.57(s, 2H),                                               7.00-7.32(m, 4H)    A.900        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      3-CH.sub.3 -phenyl                                               4.27(m, 2H), 4.60(s, 2H),                                               7.00-7.32(m, 4H)    A.901        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      3-CH.sub.3 -phenyl                                               4.27(m, 2H), 4.60(s, 2H),                                               7.00-7.32(m, 4H)    A.902        C.sub.2 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      4-CH.sub.3 -phenyl                                               3.93(m, 2H), 4.20(m, 2H),                                               4.53(s, 2H),                                               7.07-7.30(m, 4H)    A.903        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      4-CH.sub.3 -phenyl                                               3.93(m, 2H), 4.20(m, 2H),                                               4.53(s, 2H),                                               7.07-7.30(m, 4H)    A.904        C.sub.2 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      4-CH.sub.3 -phenyl                                               4.00(m, 2H), 4.23(m, 2H),                                               4.57(s, 2H),                                               7.03-7.27(m, 4H)    A.905        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      4-CH.sub.3 -phenyl                                               4.00(m, 2H), 4.23(m, 2H),                                               4.57(s, 2H),                                               7.03-7.27(m, 4H)    A.906        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      4-CH.sub.3 -phenyl                                               4.23(m, 2H), 4.57(s, 2H),                                               7.07-7.30(m, 4H)    A.907        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      4-CH.sub.3 -phenyl                                               4.28(m, 2H), 4.57(s, 2H),                                               7.07-7.30(m, 4H)    A.908        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      4-tert.-C.sub.4 H.sub.9                                               3.93(m, 2H), 4.23(m, 2H),                                               4.53(s, 2H),                                               7.20-7.40(m, 4H)    A.909        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      4-tert.-C.sub.4 H.sub.9                                               3.93(m, 2H), 4.23(m, 2H),                                               4.53(s, 2H),                                               7.20-7.40(m, 4H)    A.910        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      4-tert.-C.sub.4 H.sub.9                                               4.00(m, 2H), 4.23(m, 2H),                                               4.53(s, 2H),                                               7.20-7.40(m, 4H)    A.911        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      4-tert.-C.sub.4 H.sub.9                                               4.00(m, 2H), 4.23(m, 2H),                                               4.53(s, 2H),                                               7.20-7.40(m, 4H)    A.912        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      4-tert.-C.sub.4 H.sub.9                                               4.23(m, 2H), 4.53(s, 2H),                                               7.20-7.40(m, 4H)    A.913        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2                                      4-tert.-C.sub.4 H.sub.9                                               4.23(m, 2H), 4.53(s, 2H),                                               7.20-7.40(m, 4H)    A.914        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 SCH.sub.2                                      Phenyl   3.73(s, 2H), 3.90(m, 2H),                                               4.17(t, 2H),                                               7.28(s, 5H)    A.915        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 SCH.sub.2                                      Phenyl   3.73(s, 2H), 3.90(m, 2H),                                               4.17(t, 2H),                                               7.28(s, 5H)    A.916        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 SCH.sub.2                                      Phenyl   3.77(s, 2H), 4.00(m, 2H),                                               4.13(t, 2H),                                               7.28(s, 5H)    A.917        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 SCH.sub.2                                      Phenyl   3.77(s, 2H), 4.00(m, 2H),                                               4.13(t, 2H),                                               7.28(s, 5H)    A.918        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 SCH.sub.2                                      Phenyl   3.80(s, 2H), 4.13(t, 2H),                                               7.28(s, 5H)    A.919        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 SCH.sub.2                                      Phenyl   3.80(s, 2H), 4.13(t, 2H),                                               7.28(s, 5H)    A.920        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 SCH.sub.2                                      4-F-phenyl                                               3.72(s, 2H), 3.90(m, 2H),                                               4.13(t, 2H),                                               7.00(m, 2H), 7.30(m, 2H)    A.921        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 SCH.sub.2                                      4-F-phenyl                                               3.72(s, 2H), 3.90(m, 2H),                                               4.13(t, 2H),                                               7.00(m, 2H), 7.30(m, 2H)    A.922        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 SCH.sub.2                                      4-F-phenyl                                               63-65    A.923        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 SCH.sub.2                                      4-F-phenyl                                               3.73(s, 2H), 4.00(m, 2H),                                               4.13(t, 2H),                                               7.00(m, 2H), 7.30(m, 2H)    A.924        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 SCH.sub.2                                      4-F-phenyl                                               3.75(s, 2H), 4.13(t, 2H),                                               7.00(m, 2H),                                               7.30(m, 2H)    A.925        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 SCH.sub.2                                      4-F-phenyl                                               3.75(s, 2H), 4.13(t, 2H),                                               7.00(m, 2H),                                               7.30(m, 2H)    A.926        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 SCH.sub.2                                      4-Cl-phenyl                                               3.77(s, 2H), 3.93(m, 2H),                                               4.13(t, 2H),                                               7.30(s, 4H)    A.927        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 SCH.sub.2                                      4-Cl-phenyl                                               3.77(s, 2H), 3.93(m, 2H),                                               4.13(t, 2H),                                               7.30(s, 4H)    A.928        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 SCH.sub.2                                      4-Cl-phenyl                                               3.73(s, 2H), 4.00(m, 2H),                                               4.17(t, 2H),                                               7.30(s, 4H)    A.929        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 SCH.sub.2                                      4-Cl-phenyl                                               3.73(s, 2H), 4.00(m, 2H),                                               4.17(t, 2H),                                               7.30(s, 4H)    A.930        C.sub.2 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 SCH.sub.2                                      4-Cl-phenyl                                               3.73(s, 2H), 4.13(m, 2H),                                               7.30(s, 4H)    A.931        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 SCH.sub.2                                      4-Cl-phenyl                                               3.73(s, 2H), 4.13(m, 2H),                                               7.30(s, 4H)    A.932        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         (CH.sub.2).sub.4O                                      Phenyl   3.70-4.20(m, 6H), 6.90(m,                                               3H),                                               7.30(m, 2H)    A.933        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.4O                                      Phenyl   3.70-4.20(m, 6H), 6.90(m,                                               3H),                                               7.30(m, 2H)    A.934        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         (CH.sub.2).sub.4O                                      Phenyl   3.83-4.23(m, 6H), 6.90(m,                                               3H),                                               7.30(m, 2H)    A.935        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.4O                                      Phenyl   3.83-4.23(m, 6H), 6.90(m,                                               3H),                                               7.30(m, 2H)    A.936        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.4O                                      Phenyl   4.00(bs, 2H), 4.13(bs, 2H),                                               6.90(m, 3H)                                               7.30(m, 2H)    A.937        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.4O                                      Phenyl   4.00(bs, 2H), 4.13(bs, 2H),                                               6.90(m, 3H)                                               7.30(m, 2H)    A.938        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         (CH.sub.2).sub.4O                                      2-F-phenyl                                               3.93(m, 2H), 4.00-4.20(m,                                               4H),                                               6.80-7.15(m, 4H)    A.939        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.4O                                      2-F-phenyl                                               3.93(m, 2H), 4.00-4.20(m,                                               4H),                                               6.80-7.15(m, 4H)    A.940        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         (CH.sub.2).sub.4O                                      2-F-phenyl                                               68-72    A.941        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.4O                                      2-F-phenyl                                               3.90-4.20(m, 6H), 6.80-7.15(m,                                               4H)    A.942        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.4O                                      2-F-phenyl                                               4.00-4.20(m, 4H), 6.80-7.15(m,                                               4H)    A.943        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.4O                                      2-F-phenyl                                               4.00-4.20(m, 4H), 6.80-7.15(m,                                               4H)    A.944        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         (CH.sub.2).sub.4O                                      3-F-phenyl    A.945        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.4O                                      3-F-phenyl    A.946        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         (CH.sub.2).sub.4O                                      3-F-phenyl    A.947        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.4O                                      3-F-phenyl    A.948        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.4O                                      3-F-phenyl    A.949        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.4O                                      3-F-phenyl    A.950        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         (CH.sub.2).sub.4O                                      4-F-phenyl                                               3.80-4.20(m, 6H), 6.75-7.05(m,                                               4H)    A.951        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.4O                                      4-F-phenyl                                               3.80-4.20(m, 6H), 6.75-7.05(m,                                               4H)    A.952        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         (CH.sub.2).sub.4O                                      4-F-phenyl                                               3.90-4.20(m, 6H), 6.75-7.05(m,                                               4H)    A.953        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.4O                                      4-F-phenyl                                               3.90-4.20(m, 6H), 6.75-7.05(m,                                               4H)    A.954        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.4O                                      4-F-phenyl                                               3.90-4.20(m, 4H), 6.75-7.05(m,                                               4H)    A.955        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.4O                                      4-F-phenyl                                               3.90-4.20(m, 4H), 6.75-7.05(m,                                               4H)    A.956        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         (CH.sub.2).sub.4O                                      4-Cl-phenyl                                               3.80-4.20(m, 6H), 6.80(m,                                               2H),                                               7.20(m, 2H)    A.957        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.4O                                      4-Cl-phenyl                                               3.80-4.20(m, 6H), 6.80(m,                                               2H),                                               7.20(m, 2H)    A.958        C.sub.2 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.4O                                      4-Cl-phenyl                                               3.90-4.20(m, 6H), 6.80(m,                                               2H),                                               7.20(m, 2H)    A.959        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.4O                                      4-Cl-phenyl                                               3.90-4.20(m, 6H), 6.80(m,                                               2H),                                               7.20(m, 2H)    A.960        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.4O                                      4-Cl-phenyl                                               3.90-4.20(m, 4H), 6.80(m,                                               2H),                                               7.20(m, 2H)    A.961        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.4O                                      4-Cl-phenyl                                               3.90-4.20(m, 4H), 6.80(m,                                               2H),                                               7.20(m, 2H)    A.962        C.sub.2 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.4O                                      2,6-Cl.sub.2 -phenyl                                               3.93(m, 2H), 4.00-4.25(m, 4H),                                               7.00(t, 1H),                                               7.30(d, 2H)    A.963        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.4O                                      2,6-Cl.sub.2 -phenyl                                               3.93(m, 2H), 4.00-4.25(m, 4H),                                               7.00(t, 1H),                                               7.30(d, 2H)    A.964        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         (CH.sub.2).sub.4O                                      2,6-Cl.sub.2 -phenyl                                               3.90-4.25(m, 6H), 7.00(t, 1H),                                               7.30(d, 2H)    A.965        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.4O                                      2,6-Cl.sub.2 -phenyl                                               3.90-4.25(m, 6H), 7.00(t, 1H),                                               7.30(d, 2H)    A.966        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.4O                                      2,6-Cl.sub.2 -phenyl                                               4.00-4.20(m, 4H), 7.00(t, 1H),                                               7.30(d, 2H)    A.967        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.4O                                      2,6-Cl.sub.2 -phenyl                                               4.00-4.20(m, 4H), 7.00(t, 1H),                                               7.30(d, 2H)    A.968        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2                                      Phenyl   3.90(m, 2H), 4.20(m, 2H),                                               7.25(m, 5H)    A.969        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2                                      Phenyl   3.90(m, 2H), 4.20(m, 2H),                                               7.25(m, 5H)    A.970        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2                                      Phenyl    A.971        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2                                      Phenyl    A.972        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2                                      Phenyl   4.20(m, 2H), 7.25(m, 5H)    A.973        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2                                      Phenyl   4.20(m, 2H), 7.25(m, 5H)    A.974        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2                                      4-F-phenyl                                               3.90(m, 2H), 4.17(m, 2H),                                               6.93(m, 2H),                                               7.13(m, 2H)    A.975        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2                                      4-F-phenyl                                               3.90(m, 2H), 4.17(m, 2H),                                               6.93(m, 2H),                                               7.13(m, 2H)    A.976        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2                                      4-F-phenyl    A.977        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2                                      4-F-phenyl    A.978        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2                                      4-F-phenyl                                               4.17(m, 2H), 6.93(m, 2H),                                               7.13(m, 2H)    A.979        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2                                      4-F-phenyl                                               4.17(m, 2H), 6.93(m, 2H),                                               7.13(m, 2H)    A.980        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2                                      4-Cl-phenyl                                               3.90(m, 2H), 4.17(m, 2H),                                               7.13(m, 4H)    A.981        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2                                      4-Cl-phenyl                                               3.90(m, 2H), 4.17(m, 2H),                                               7.13(m, 4H)    A.982        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2                                      4-Cl-phenyl    A.983        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2                                      4-Cl-phenyl    A.984        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2                                      4-Cl-phenyl                                               4.17(m, 2H), 7.13(m, 4H)    A.985        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2                                      4-Cl-phenyl                                               4.17(m, 2H), 7.13(m, 4H)    A.986        C.sub.2 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.5O                                      Phenyl   3.80-4.17(m, 6H), 6.90(m,                                               3H),                                               7.27(m, 2H)    A.987        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.5O                                      Phenyl   3.80-4.17(m, 6H), 6.90(m,                                               3H),                                               7.27(m, 2H)    A.988        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         (CH.sub.2).sub.5O                                      Phenyl   3.90-4.17(m, 6H), 6.90(m,                                               3H),                                               7.27(m, 2H)    A.989        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.5O                                      Phenyl   3.90-4.17(m, 6H), 6.90(m,                                               3H),                                               7.27(m, 2H)    A.990        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.5O                                      Phenyl   3.97(t, 2H), 4.07(t, 2H),                                               6.90(m, 3H),                                               7.27(m, 2H)    A.991        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.5O                                      Phenyl   3.97(t, 2H), 4.07(t, 2H),                                               6.90(m, 3H),                                               7.27(m, 2H)    A.992        C.sub.2 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.5O                                      4-F-phenyl                                               3.90(m, 4H), 4.03(t, 2H),                                               6.70-7.03(m, 4H)    A.993        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.5O                                      4-F-phenyl                                               3.90(m, 4H), 4.03(t, 2H),                                               6.70-7.03(m, 4H)    A.994        C.sub.2 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.5O                                      4-F-phenyl                                               3.83-4.13(m, 6H), 6.70-7.03(m,                                               4H)    A.995        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.5O                                      4-F-phenyl                                               3.83-4.13(m, 6H), 6.70-7.03(m,                                               4H)    A.996        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.5O                                      4-F-phenyl                                               3.90(t, 2H), 4.03(t, 2H)                                               6.70-7.03(m, 4H)    A.997        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.5O                                      4-F-phenyl                                               3.90(t, 2H), 4.03(t, 2H)                                               6.70-7.03(m, 4H)    A.998        C.sub.2 H.sub.5            Tetrahydropyran-3-yl                         (CH.sub.2).sub.5O                                      4-Cl-phenyl                                               3.80-4.10(m, 6H), 6.80(d, 2H),                                               7.20(d, 2H)    A.999        n-C.sub.3 H.sub.7            Tetrahydropyran-3-yl                         (CH.sub.2).sub.5O                                      4-Cl-phenyl                                               3.80-4.10(m, 6H), 6.80(d, 2H),                                               7.20(d, 2H)    A.1000        C.sub.2 H.sub.5            Tetrahydropyran-4-yl                         (CH.sub.2).sub.5O                                      4-Cl-phenyl                                               3.87-4.10(m, 6H), 6.80(d, 2H),                                               7.20(d, 2H)    A.1001        n-C.sub.3 H.sub.7            Tetrahydropyran-4-yl                         (CH.sub.2).sub.5O                                      4-Cl-phenyl                                               3.87-4.10(m, 6H), 6.80(d, 2H),                                               7.20(d, 2H)    A.1002        C.sub.2 H.sub.5            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.5O                                      4-Cl-phenyl                                               54-61    A.1003        n-C.sub.3 H.sub.7            Tetrahydrothiopyran-3-yl                         (CH.sub.2).sub.5O                                      4-Cl-phenyl                                               3.90(t, 2H), 4.07(t, 2H),                                               6.80(d, 2H)                                               7.20(d, 2H)    __________________________________________________________________________

                                      TABLE II.8    __________________________________________________________________________     ##STR54##                                                   II                                                           Ref./.sup.1                                                           H-NMR-    No. R.sup.a            R.sup.b    R.sup.c                              R.sup.d                                 R.sup.e   W         R.sup.f                                                           data[ppm]    __________________________________________________________________________    A.1004        n-C.sub.3 H.sub.7            Na         Methyl CH.sub.3                                 COOCH.sub.3                                           CH.sub.2 CHCH                                                     H     DE-A 2 439 104    A.1005        n-C.sub.3 H.sub.7            H          Methyl CH.sub.3                                 C(CH.sub.3)NOCH.sub.3                                           CH.sub.2 CH.sub.2                                                     H     EP-A 172 551    A.1006        n-C.sub.3 H.sub.7            Na         Tetrahydro-                              H  H         CH.sub.2 CHCH                                                     4-F-phenyl                                                           0.8(t, 3H),                       thiopyran-3-yl                      4.5(d, 2H),                                                           6.35(dt, 1H),                                                           6.6(d, 1H),                                                           7.0-7.6(2m, 4H)    A.1007        C.sub.2 H.sub.5            Na         Tetrahydro-                              H  H         CH.sub.2 CHCH                                                     4-F-phenyl                                                           0.8(t, 3H),                       thiopyran-3-yl                      4.5(d, 2H),                                                           6.35(dt, 1H),                                                           6.6(d, 1H),                                                           7.0-7.6(2m, 4H)    A.1008        n-C.sub.3 H.sub.7             ##STR55## Tetrahydro- thiopyran-3-yl                              H  H         CH.sub.2 CHCH                                                     4-F-phenyl                                                           0.9(t, 3H),                                                           4.75(d, 2H),                                                           6.1(dt, 1H),                                                           6.4(d, 1H),                                                           6.9-8.0(5m, 9H)    A.1009        C.sub.2 H.sub.5             ##STR56## Tetrahydro- thiopyran-3-yl                              H  H         CH.sub.2 CHCH                                                     4-F-phenyl                                                           0.95(t, 3H),                                                           4.75(d, 2H),                                                           6.1(dt, 1H),                                                           6.4(d, 1H),                                                           6.9-8.0(5m,    __________________________________________________________________________                                                           9H)

In addition, the desired antidote effect for the compounds I occurs inparticular during use with herbicides selected from the group consistingof the 2-(4-heteroaryloxy)- or 2-(4-aryloxy)-phenoxycarboxylic acidderivatives of the formula III when their substitutes have the followingmeanings: ##STR57## R^(o) is phenyl, pyridyl, benzoxazolyl,benzothiazolyl or benzopyrazinyl, where these aromatic andheteroaromatic ring systems may carry one or two of the followingradicals:

nitro;

halogen as stated above in general and in particular;

C₁ -C₄ -alkyl as stated above in general and in particular;

C₁ -C₄ -haloalkyl, in particular C₁ -C₂ -haloalkyl as stated above ingeneral and in particular;

C₁ -C₄ -alkoxy as stated above in general and in particular;

C₁ -C₄ -haloalkoxy, in particular C₁ -C₂ -haloalkoxy as stated above ingeneral and in particular;

C₁ -C₄ -alkylthio as stated above in general and in particular;

R^(p) is hydrogen or methyl; and

R^(q) is hydrogen;

C₁ -C₄ -alkyl as stated above in general and in particular;

C₃ -C₄ -alkenyl, such as allyl, 2-butenyl or 3-butenyl;

C₃ -C₄ -alkynyl, such as propargyl, 2-butynyl or 3-butynyl;

C₁ -C₄ -alkoxy-C₁ -C₄ -alkyl as stated above in general and inparticular;

C₃ -C₄ -alkylideneiminooxy-C₂ - or C₃ -alkyl ispropylideneiminooxy-substituted or butylideneiminooxy-substituted C₂ -C₃-alkyl such as ethyl, propyl or 1-methylethyl; tetrahydrofuranylmethyl;isoxazolidinyl;

or one equivalent of an agriculturally useful cation.

Such compounds are known from the literature (cf. for example DE-A 22 23894, DE-A 24 33 067, DE-A 25 76 251, DE-A 30 04 770, DE-A 32 46 847,BE-A 868 875, BE-A 858 618, EP-A 054 715, EP-A 248 968, EP-A 323 127 andU.S. Pat. No. 4,753,673).

The 2-(4-Heteroaryloxy)- and 2-(4-aryloxy)-phenoxycarboxylic acidderivatives III may contain one or more centers of asymmetry. They actas racemates, as obtained in most preparation processes, but can, ifdesired, also be prepared as pure isomers or resolved by theconventional methods.

Both the racemates and the pure isomers were used for controllingundesirable plants from the Gramineae family. Further, the toleration ofthese substances by crop plants varies from commercially acceptable tonontolerated, depending on the substituents and application rate.

Specific examples of herbicides are 2-(4-heteroaryloxy)- and2-(4-aryloxy)-phenoxycarboxylic acid derivatives of the formula IIIwhose toleration by crop plants can be improved by substituted3-pyrido[2,3-d]pyrimidine I are shown in Table III.1 below:

                                      TABLE III.1    __________________________________________________________________________     ##STR58##                              III    No.       R.sup.o       R.sup.p                        R.sup.q       Reference    __________________________________________________________________________    8.01         ##STR59##   CH.sub.3                        CH.sub.3      DE-A 22 23 894    8.02         ##STR60##   CH.sub.3    n-C.sub.4 H.sub.9        BE-A 868 875    8.03         ##STR61##   CH.sub.3                        CH.sub.2 CH.sub.2 OCH.sub.2 H.sub.5                                      US-A 4 753 673    8.04         ##STR62##   CH.sub.3                        C.sub.2 H.sub.5                                      BE-A 858 618    8.05         ##STR63##   CH.sub.3                        CH.sub.3      BE-A 868 875    8.06         ##STR64##   CH.sub.3                        CH.sub.2CCH   EP-A 248 968    8.07         ##STR65##   CH.sub.3                         ##STR66##    DE-A 32 46 847    8.08         ##STR67##   CH.sub.3                        C.sub.2 H.sub.5                                      DE-A 30 04 770    8.09         ##STR68##   CH.sub.3                        CH.sub.2 CH.sub.2ONC(CH.sub.3).sub.2                                      EP 54 715    8.10         ##STR69##   CH.sub.3                         ##STR70##    EP-A 323 727    __________________________________________________________________________

The herbicidal active ingredients and the antidote compound can beapplied together or separately, after emergence, to the leaves andshoots of the crop plants and undesirable grasses. However, theherbicidal and antidote active ingredients are preferably appliedsimultaneously to the field. In the case of separate application ofantidote and herbicidal active ingredient, the antidote is preferablyapplied first.

The antidote and the herbicidal active ingredient can be formulatedtogether or separately and may then be in suspendable, emulsifiable orsoluble form for the preparation of spray agents.

Antidote effects are also achieved by treating the seeds of the cropplants or the seedlings with the antidote prior to sowing or prior toplanting out. The herbicidal ingredient is then applied alone in theconventional manner.

In the case of seed treatment, in general from 0.1 to 10 g, preferablyfrom 1 to 2 g of active ingredient per kilogram of seed are required.

When the antidote is applied by seed swelling or when seedlings aretreated, solutions which contain the antagonistic active ingredient in aconcentration of from 1 to 10,000 ppm, in particular from 100 to 10,000ppm, are preferably used.

Different amounts of antidote compound I and herbicidal compounds II andIII are usually required in the various crops, the ratios being variablewithin wide ranges. They are dependent on the structure of thecyclohexenone derivatives II and of the heteroaryloxy- andaryloxyphenoxy acetic acid derivatives III, the substitutedpyrido[2,3-d]pyrimidines I and the particular crop to which thecompounds are applied. Suitable ratios of herbicidal active ingredientto substituted pyrido[2,3-d]pyrimidines I having an antidote effect arefrom 1:10 to 1:0.01, preferably from 1:4 to 1:0.1.

The novel agents or, in the case of separate application, the herbicidalactive ingredients or the antidote are used, for example, in the form ofdirectly sprayable solutions, powders, suspensions, includingconcentrated aqueous, oily or other dispensions, dispersions, emulsions,oil dispersions, pastes, dusting agents, broadcasting agents orgranules, by spraying, nebulizing, dusting, broadcasting or pouring. Theapplication form depends entirely on the particular intended use.

Mineral oil fractions having a medium to high boiling point such askerosene and diesel oil, as well as coaltar oils and oils and fats ofvegetable or animal origin, aliphatic or cyclic or aromatichydrocarbons, for example methanol, ethanol, isopropanol, butanol,chloroform, carbon tetrachloride, cyclohexanol, cyclohexanone,chlorobenzene, toluene, xylenes, paraffin, tetrahydronaphthalene,alkylated naphthalenes or derivatives thereof or isophorone, and strongpolar solvents, such as dimethylformamide, dimethyl sulfoxide,N-methylpyrrolidone and preferably water, are suitable for thepreparation or directly sprayable solutions from emulsions, pastes andoil dispersions.

Aqueous application forms can be prepared from emulsion concentrates,pastes, wettable powders or oil dispersions by adding water. For thepreparation of emulsions, pastes or oil dispersions, the herbicidalactive ingredient and/or the antidote, as such or dissolved in an oil orsolvent, can be homogenized with water using wetting agents, adherents,dispersants or emulsifiers. However, concentrates consisting ofherbicidal active ingredient and/or antidote, wetting agents, adherents,and dispersants or emulsifiers and, if desired, copolymer solvents oroil and suitable for dilution with water can also be prepared.

Suitable surfactant salts are alkali metal, alkaline earth metal andammonium salts of ligninsulfonic acid, naphthalene sulfonic acid,phenolsulfonic acid, alkylarylsufonates, alkylsufates, alkylsufonates,alkali metal and alkaline earth metal salts of dibutylnaphthalenesulfonic acid, lauryl ether sulfate, fatty alcohol sulfates, alkalimetal and alkaline earth metal salts or fatty acids, salts of sulfatedhexadecanols, heptadeconals, octadecanols, salts of sulfated fattyalcohol glycol ethers, condensates of sulfonated naphthalene andnapthalene derivatives with formaldehyde, condensates of naphthalene ornaphthalene sulfonic acids with phenol and formaldehyde, polyoxyethyleneoctylphenol ethers, ethoxylated isooctylphenol, octylphenol ornonylphenol, alkylphenolpolyglycol ethers, tributylphenyl polyglycolethers, alkylaryl polyether alcohols, isotridecyl alcohol, fatty alcoholethylene oxide condensates, ethoxylated castor oil, polyoxyethylenealkyl ethers, ethoxylated polyoxypropylene, lauryl alcohol polyglycolether acetal, sorbitol esters, lignin sulfite waste liquors andmethylcellulose.

Powders, broadcasting agents and dusting agents can be prepared bymixing or milling the herbicidal active ingredient and/or the antidotetogether with a solid carrier.

Granules, for example coated, impregnated and homogenous granules, canbe prepared by binding their active ingredients to solid carriers.Examples of solid carriers are mineral earths, such as silica gel,silicas, silicates, talc, kaolin, attaclay, lime, chalk, talc, boles,loess, clay, dolomite, kieselguhr, calcium sulfate, magnesium sulfate,magnesium oxide, milled plastics, fertilizers, such as ammonium sulfate,ammonium phosphate or ammonium nitrate and ureas, and vegetableproducts, such as grain flours, barkmeal, woodmeal and nutshell meal,cellulosic powders and other solid carriers.

The formulations contain from 0.02 to 95, preferably 0.5 to 90% byweight of herbicidal active ingredient and antidote. The applicationrates of herbicidal active ingredient are from 0.05 to 5 kg/ha.

In addition to the antagonistic substituted pyrido[2,3-d]pyrimidines Iand herbicide from the group consisting of cyclohexenones II or of theheteroaryloxy- or aryloxyphenoxycarboxylic acids III, the herbicides maycontain further herbicidal or growth-regulating active ingredients witha different chemical structure, the antagonistic effect of thesubstituted pyrido[2,3-d]pyrimidines I being retained.

Preparation Examples (novel substituted pyrido[2,3-d]pyrimidines I):

EXAMPLE 1 7-(4-Fluorophenyl)-2-methylpyrido[2,3-d]pyrimidine ##STR71##

15 ml of 40% strength by weight aqueous potassium hydroxide solutionwere slowly added to a suspension of 30.1 g (0.22 mol) of4-amino-5-formyl-2-methylpyrimidine and 31.7 g (0.23 mol) of4-fluoroacetophenone in 395 ml of methanol at 20°-25° C., a homogeneoussolution being formed. After the mixture had been stirred for 20 hoursat about 20° C., the solid formed was isolated and was recrystallizedfrom ethanol. Yield: 50%; mp.>200° C.

EXAMPLE 2 2-Methyl-7-(2-thienyl)-pyrido[2,3-d]pyrimidine ##STR72##

1 ml of 40% strength by weight aqueous potassium hydroxide solution wasadded to a suspension of 2.0 g (14.6 mmol) of4-amino-5-formyl-2-methylpyrimidine and 1.93 g. (15.3 mmol) of2-acetylthiophene in 25 ml of methanol. The reaction mixture was thenstirred for 20 hours at 20°-25° C. after which the solvent was removedAfter the residue had been taken up in dichloromethane, the organicphase was washed with water, dried and evaporated down. Yield: 17%; mp.:175°-180° C.

EXAMPLE 3 7-Amino-6-(4-fluorophenyl)-2-methyl-pyrido [2,3-d]pyrimidine##STR73##

60 ml of 40% strength by weight aqueous potassium hydroxide solutionwere added to a suspension of 90 g (0.66 mol) of4-amino-5-formyl-2-methylpyrimidine and 88.7 g (0.66 mol) ofp-fluorophenylacetonitrile in 900 ml of methanol at 40° C., ahomogeneous solution being formed. After cooling to about 20° C., theprecipitate formed was separated off. 1 l of water was added to thealcoholic phase, with the result that further product crystallized out.Yield: 78%; mp.: 252°-254° C.

EXAMPLE 4 -7-Amino-6-(3-methylphenyl)-2-methylpyrido[2,3-d]pyrimidine##STR74##

1 ml of 40% strength by weight aqueous potassium hydroxide solution wasadded to a mixture of 1.52 g (11.6 mmol) of m-methylphenylacetonitrileand 1.59 g (11.6 mmol) of 4-amino-5-formyl-2-methylpyridine in 15 ml ofmethanol at 42° C. After cooling to about 20° C. the solid formed wasisolated and was washed with diethyl ether. Yield: 60%; mp.: 177°-180°C.

EXAMPLE 5 6-Cyano-7-hydroxy-2-methylpyrido [2,3-d]pyrimidine ##STR75##

A suspension of 3 g (22 mmol) of 4-amino-5-formyl-3-methylpyrimidine, 5g (44 mmol) of ethylcyanoacetate and 850 mg (100 mmol) of piperidine in20 ml of ethanol was stirred for 20 hours at 20°-25° C. Thefine-particled solid formed was separated off, freed from solventresidues under reduced pressure and suspended twice in 20 ml of ethanoleach time. The crude product was finally washed with diethyl ether.Yield: 50% (fine powder); mp.: >200° C.

EXAMPLE 6 7-Hydroxy-6-(4-methylphenylsulfonyl)-2-methylpyrido[2,3-d]pyrimidine ##STR76##

A suspension of 3 g (22 mmol) of 4-amino-5-formyl-3-methylpyrimidine and10.6 g (44 mmol) of ethyl p-tolylsulfonyl acetate and 1.5 g (176 mmol)of piperidine in 30 ml of ethanol was stirred for 1 hour at the refluxtemperature. The reaction mixture was then added to diethyl ether, afterwhich the resulting solid was separated off and washed with diethylether. Yield: 45%; mp.: >200° C.

Further compounds which were prepared, or can be prepared, by the samemethods are shown in Tables 1 to 5 below.

                                      TABLE 1    __________________________________________________________________________     ##STR77##                        R.sup.4 = H    Example                        M.p.    No.  R.sup.1              R.sup.2                  R.sup.3                      R.sup.5      [°C.]                                        Ref.    __________________________________________________________________________    1.001         H    H   H   C.sub.6 H.sub.5                                     188                                        a)    1.002         H    H   H   4-CH.sub.3C.sub.6 H.sub.4                                     230    1.003         H    H   H   1-Naphthyl     272                                        a)    1.004         H    H   H   Thien-2-yl   194-195    1.005         H    H   H   Pyridin-2-yl   200                                        a)    1.006         H    H   OH  C.sub.6 H.sub.5                                     294                                        d)    1.007         CH.sub.3              H   H   C.sub.6 H.sub.5                                   >200    1.008         CH.sub.3              H   H   2-CH.sub.3C.sub.6 H.sub.4                                     184    1.009         CH.sub.3              H   H   4-CH.sub.3C.sub.6 H.sub.4                                   >200    1.010         CH.sub.3              H   H   2-FC.sub.6 H.sub.4                                   200-201    1.011         CH.sub.3              H   H   3-FC.sub.6 H.sub.4                                   198-200    1.012         CH.sub.3              H   H   4-FC.sub.6 H.sub.4                                   >200    1.013         CH.sub.3              H   H   2-ClC.sub.6 H.sub.4                                   174-178    1.014         CH.sub.3              H   H   3-ClC.sub.6 H.sub.4                                   156-160    1.015         CH.sub.3              H   H   4-ClC.sub.6 H.sub.4                                   >200    1.016         CH.sub.3              H   H   3-Br-C.sub.6 H.sub.4                                   178-181    1.017         CH.sub.3              H   H   3-CH.sub.3 OC.sub.6 H.sub.4                                   150-155    1.018         CH.sub.3              H   H   4-CH.sub.3 OC.sub.6 H.sub.4                                   >200    1.019         CH.sub.3              H   H   4-Biphenylyl >200    1.020         CH.sub.3              H   H   4-t-Butyl-C.sub.6 H.sub.4                                   >200    1.021         CH.sub.3              H   H   4-NO.sub.2C.sub.6 H.sub.4                                   >200    1.022         CH.sub.3              H   H   4-CNC.sub.6 H.sub.4                                   >200    1.023         CH.sub.3              H   H   3,4-Cl.sub.2C.sub.6 H.sub.3                                   >200    1.024         CH.sub.3              H   H   2,4-(OCH.sub.3).sub.2C.sub.6 H.sub.3                                   165-167    1.025         CH.sub.3              H   H   3,4-(OCH.sub.3).sub.2C.sub.6 H.sub.3                                   188-192    1.026         CH.sub.3              H   H   3,4-Methylenedioxy-C.sub.6 H.sub.3    1.027         CH.sub.3              H   H   3-NO.sub.2 -4-ClC.sub.6 H.sub.3                                   >200    1.028         CH.sub.3              H   H   3-NO.sub.2 -4-OCH.sub.3C.sub.6 H.sub.3                                   >200    1.029         CH.sub.3              H   H   2-Naphthyl   >200    1.030         CH.sub.3              H   H   Thien-2-yl   175-180    1.031         CH.sub.3              H   H   Thien-3-yl   191-193    1.032         CH.sub.3              H   H   5-Cl-thien-2-yl                                   >200    1.033         CH.sub.3              H   H   5-CH.sub.3 -isoxazol-3-yl                                   >200    1.034         CH.sub.3              CH.sub.3                  H   Pyridin-2-yl   184    1.035         CH.sub.3              CH.sub.3                  H   Pyridin-3-yl 191-197    1.036         CH.sub.3              CH.sub.3                  H   Pyridin-4-yl 190-191    1.037         CH.sub.3              CH.sub.3                  H   C.sub.6 H.sub.5                                   135-136    1.038         CH.sub.3              CH.sub.3                  H   2-CH.sub.3C.sub.6 H.sub.4                                     131    1.039         CH.sub.3              CH.sub.3                  H   4-CH.sub.3C.sub.6 H.sub.4                                   162-165    1.040         CH.sub.3              CH.sub.3                  H   Thien-2-yl   167-168    1.041         CH.sub.3              CH.sub.3                  H   Furan-2-yl   157-160    1.042         C.sub.6 H.sub.5              H   H   C.sub.6 H.sub.5                                     190    1.043         C.sub.6 H.sub.5              H   H   4-CH.sub.3C.sub.6 H.sub.4                                     226    1.044         C.sub.6 H.sub.5              H   H   Thien-2-yl   172-176    1.045         C.sub.6 H.sub.5              H   H   Pyridin-2-yl   200    1.046         H    C.sub.6 H.sub.5                  H   C.sub.6 H.sub.5                                   128-130                                        b)    1.047         H    C.sub.6 H.sub.5                  H   4-ClC.sub.6 H.sub.4                                   202-204                                        b)    1.048         H    C.sub.6 H.sub.5                  H   4-FC.sub.6 H.sub.4                                   153-155                                        b)    1.049         C.sub.6 H.sub.5              CH.sub.3                  H   C.sub.6 H.sub.5                                   210-213    1.050         C.sub.6 H.sub.5              CH.sub.3                  H   4-CH.sub.3C.sub.6 H.sub.4                                   194-197    1.051         C.sub.6 H.sub.5              CH.sub.3                  H   Thien-2-yl   188-191    1.052         OCH.sub.3              OCH.sub.3                  H   C.sub.6 H.sub.5                                   >250    1.053         OCH.sub.3              OCH.sub.3                  H   4-CH.sub.3C.sub.6 H.sub.4                                   >250    1.054         OCH.sub.3              OCH.sub.3                  H   Thien-2-yl   201-204    1.055         CH.sub.2 C.sub.6 H.sub.5              H   H   C.sub.6 H.sub.5                                   135-137    1.056         CH.sub.2 C.sub.6 H.sub.5              H   H   4-CH.sub.3C.sub.6 H.sub.4                                   181-182    1.057         CH.sub.2 C.sub.6 H.sub.5              H   H   Thienyl      190-191    1.058         CH.sub.3              H   H   Tetralin-2-yl                                   223-226    1.059         CH.sub.3              H   H   2-Cl-5-NO.sub.2C.sub.6 H.sub.3                                   209-211    1.060         CH.sub.3              H   H   2,5-(CH.sub.3).sub.2 -thien-3-yl                                     170    1.061         CH.sub.3              H   H   3-CH.sub.3 -thien-2-yl                                     120    1.062         CH.sub.3              H   H   5-CH.sub.3 -thien-2-yl                                   O1    1.063         CH.sub.3              H   H   2,5-Cl.sub.2 -thien-3-yl                                   211-212    1.064         CH.sub.3              H   H   Benzothien-2-yl                                   176-178    1.065         CH.sub.3              H   H   2,5-Cl.sub.2C.sub.6 H.sub.3                                   152-156    1.066         CH.sub.3              H   H   3,5-Cl.sub.2C.sub.6 H.sub.3                                     166    1.067         CH.sub.3              H   H   2,3,4-Cl.sub.3C.sub.6 H.sub.2                                   >200    1.068         CH.sub.3              H   H   2-CH.sub.3 O-3,5-Cl.sub.2C.sub.6 H.sub.2                                   196-197    1.069         CH.sub.3              H   H   2-CH.sub.3 OC.sub.6 H.sub.4                                   160-165    1.070         CH.sub.3              H   H   4-CF.sub.3C.sub.6 H.sub.4                                     182    1.071         CH.sub.3              H   H   4-N(CH.sub.2).sub.5C.sub.6 H.sub.4                                   >200    __________________________________________________________________________

                                      TABLE 2    __________________________________________________________________________     ##STR78##                                  R.sup.3 = H                                             M.p.    Ex. No.         R.sup.4 R.sup.1                     R.sup.2                         R.sup.5             [°C.]                                                  Ref.    __________________________________________________________________________    2.001         H       H   H   NHSO.sub.2C.sub.6 H.sub.5                                               188    2.002         CH.sub.3                 H   H   C.sub.6 H.sub.5       169                                                  a)    2.003         C.sub.6 H.sub.5                 H   H   CH.sub.3              203                                                  a)    2.004         C.sub.6 H.sub.5                 H   H   C.sub.6 H.sub.5       157                                                  a)    2.005         2,6-Cl.sub.2C.sub.6 H.sub.3                 H   H   NHCOCH.sub.3        215-217                                                  f)    2.006         CH.sub.3                 CH.sub.3                     H   C.sub.6 H.sub.5     175-178    2.007         C.sub.2 H.sub.5                 CH.sub.3                     H   C.sub.6 H.sub.5     92-94    2.008         n-C.sub.3 H.sub.7                 CH.sub.3                     H   C.sub.6 H.sub.5     77-81    2.009         2,6-Cl.sub.2C.sub.6 H.sub.3                 CH.sub.3                     H   NHCOH               257-259                                                  f)    2.010         2,6-Cl.sub.2C.sub.6 H.sub.3                 CH.sub.3                     H   NHCOCH.sub.3        202-203                                                  f)    2.011         2,6-Cl.sub.2C.sub.6 H.sub.3                 CH.sub.3                     H   NHCOC.sub.2 H.sub.5 192-193                                                  f)    2.012         2,6-Cl.sub.2C.sub.6 H.sub.3                 CH.sub.3                     H   NHCO.sub.2 CH.sub.3 136-139                                                  f)    2.013         H       CH.sub.3                     CH.sub.3                         NHSO.sub.2 -(2-Cl-6-CH.sub.3C.sub.6 H.sub.3)                                             >215 e)    2.014         H       CH.sub.3                     CH.sub.3                         NHSO.sub.2 -(2-Carbomethoxy-6-CH.sub.3C.sub.6                         H.sub.3)            171-173                                                  e)    2.015         H       CH.sub.3                     CH.sub.3                         NHSO.sub.2 -(2,6-Cl.sub.2C.sub.6 H.sub.3)                                             >230 e)    2.016         H       CH.sub.3                     CH.sub.3                         NHSO.sub.2 -(2-Cl-6-CH.sub.3C.sub.6 H.sub.3)                                             >215 e)    2.017         H       CH.sub.3                     CH.sub.3                         NHSO.sub.2 -(3-OCH.sub.3C.sub.6 H.sub.4)                                             193-194    2.018         H       CH.sub.3                     CH.sub.3                         NHSO.sub.2 -(2-ClC.sub.6 H.sub.4)                                             231-232    2.019         H       CH.sub.3                     CH.sub.3                         NHSO.sub.2 -(2-FC.sub.6 H.sub.4)                                             172-173    2.020         CH.sub.3                 CH.sub.3                     CH.sub.3                         C.sub.6 H.sub.5     120-123    2.021         C.sub.6 H.sub.5                 CH.sub.3                     CH.sub.3                         CH.sub.3            120-123    2.022         SO.sub.2 CH.sub.3                 CH.sub.3                     CH.sub.3                         NHSO.sub.2 -(2-ClC.sub.6 H.sub.4)                                             >230 e)    2.023         SO.sub.2 CH.sub.3                 CH.sub.3                     CH.sub.3                         NHSO.sub.2 -(2,5-Cl.sub.2C.sub.6 H.sub.3)                                             >230 e)    2.024         SO.sub.2 CH.sub.3                 CH.sub.3                     CH.sub.3                         NHSO.sub.2 -(2-FC.sub.6 H.sub.4)                                             107-109                                                  e)    2.025         SO.sub.2 CH.sub.3                 CH.sub.3                     CH.sub.3                         NHSO.sub.2 -(2-Carbomethoxyphenyl)                                             220-222                                                  e)    2.026         SO.sub.2 CH.sub.3                 CH.sub.3                     CH.sub.3                         NHSO.sub.2 -(2-Cl-6-cyclopentyl-C.sub.6 H.sub.3)                                             >215 e)    2.027         SO.sub.2 CH.sub.3                 CH.sub.3                     CH.sub.3                         NHSO.sub.2 -(2,6-Cl.sub.2C.sub.6 H.sub.3)                                             >230 e)    2.028         C.sub.6 H.sub.5                 OCH.sub.3                     OCH.sub.3                         NHSO.sub.2 -(2-Cl.sub.2C.sub.6 H.sub.4)                                             226-228                                                  e)    2.029         C.sub.6 H.sub.5                 OCH.sub.3                     OCH.sub.3                         NHSO.sub.2 -(2-FC.sub.6 H.sub.4)                                             198-199                                                  e)    2.030         C.sub.6 H.sub.5                 OCH.sub.3                     OCH.sub.3                         NHSO.sub.2 -(2,6-Cl.sub.2C.sub.6 H.sub.3)                                             >230 e)    2.031         C.sub.6 H.sub.5                 OCH.sub.3                     OCH.sub.3                         NHSO.sub.2 -(2-Carbomethoxyphenyl)                                             108-111                                                  e)    2.032         SO.sub.2 CH.sub.3                 OCH.sub.3                     OCH.sub.3                         NHSO.sub.2 -(2-ClC.sub.6 H.sub.4)                                             >215 e)    2.033         SO.sub.2 CH.sub.3                 OCH.sub.3                     OCH.sub.3                         NHSO.sub.2 -(2-FC.sub.6 H.sub.4)                                             155-157                                                  e)    2.034         SO.sub.2 CH.sub.3                 OCH.sub.3                     OCH.sub.3                         NHSO.sub.2 -(2,6-Cl.sub.2C.sub.6 H.sub.3)                                             213-214                                                  e)    2.035         SO.sub.2 CH.sub.3                 OCH.sub.3                     OCH.sub.3                         NHSO.sub.2 -(2,5-Cl.sub.2C.sub.6 H.sub.3)                                             172-175                                                  e)    2.036         SO.sub.2 CH.sub.3                 OCH.sub.3                     OCH.sub.3                         NHSO.sub.2 -(2-Cl-6-CH.sub.3C.sub.6 H.sub.3)                                             226-227                                                  e)    2.037         SO.sub.2 CH.sub.3                 OCH.sub.3                     OCH.sub.3                         NHSO.sub.2 -(2,5-(OCH.sub.3).sub.2C.sub.6 H.sub.3)                                               128                                                  e)    2.038         C.sub.6 H.sub.5                 OC.sub.2 H.sub.5                     OC.sub.2 H.sub.5                         NHSO.sub.2 -(2-FC.sub.6 H.sub.4)                                               198                                                  e)    2.039         C.sub.6 H.sub.5                 OC.sub.2 H.sub.5                     OC.sub.2 H.sub.5                         NHSO.sub.2 -(2-ClC.sub.6 H.sub.4)                                             169-173                                                  e)    2.040         CH.sub.3                 CH.sub.3                     H   3-Thienyl           172-175    2.041         CH.sub.3                 CH.sub.3                     H   2-Thienyl           152-154    __________________________________________________________________________

                                      TABLE 3    __________________________________________________________________________     ##STR79##                       R.sup.5 = OH                                  M.p.    Ex. No.         R.sup.1               R.sup.2                    R.sup.3                        R.sup.4   [°C.]                                       Ref.    __________________________________________________________________________    3.001         H     H    H   CO.sub.2 C.sub.2 H.sub.5                                  196-199    3.002         H     H    H   CN        >250    3.003         H     H    OH  H         >340 d)    3.004         H     H    OH  CH.sub.3  >360 d)    3.005         H     H    OH  C.sub.2 H.sub.5                                    317                                       d)    3.006         H     H    OH  C.sub.6 H.sub.5                                  >360 d)    3.007         H     H    OH  CO.sub.2 C.sub.2 H.sub.5                                  246-248                                       d)    3.008         CH.sub.3               H    H   CO.sub.2 C.sub.2 H.sub.5                                  >200 c)    3.009         CH.sub.3               H    H   CN        >200    3.010         CH.sub.3               H    H   SO.sub.2 CH.sub.3                                  >250    3.011         CH.sub.3               H    H   SO.sub.2 -(4-CH.sub.3C.sub.6 H.sub.4)                                  >200    3.012         CH.sub.3               H    H   4-FC.sub.6 H.sub.4                                  >260    3.013         CH.sub.3               CH.sub.3                    H   CO.sub.2 C.sub.2 H.sub.5                                  176-177    3.014         CH.sub.3               CH.sub.3                    H   CN        >250    3.015         C.sub.6 H.sub.5               H    H   CO.sub.2 C.sub.2 H.sub.5                                  >250    3.016         C.sub.6 H.sub.5               H    H   CN        >250    3.017         C.sub.6 H.sub.5               CH.sub.3                    H   CO.sub.2 C.sub.2 H.sub.5                                  >230    3.018         C.sub.6 H.sub.5               CH.sub.3                    H   CN        >250    3.019         OCH.sub.3               OCH.sub.3                    H   CO.sub.2 C.sub.2 H.sub.5                                  240-243    3.020         OCH.sub.3               OCH.sub.3                    H   CN        >250    3.021         CH.sub.2 C.sub.6 H.sub.5               H    H   CO.sub.2 C.sub.2 H.sub.5                                    193    3.022         CH.sub.2 C.sub.6 H.sub.5               H    H   CN        180-185    3.023         CH.sub.3               H    H   2-Pyridyl >220    __________________________________________________________________________

                  TABLE 4    ______________________________________     ##STR80##                 R.sup.5 = NH.sub.2                                         M.p.    Ex. No.           R.sup.1                  R.sup.2 R.sup.3                               R.sup.4   [°C.]                                                Ref.    ______________________________________    4.001  H      H       OH   H         >340   d)    4.002  H      H       OH   C.sub.6 H.sub.5                                         >340   d)    4.003  H      H       H    C.sub.6 H.sub.5                                         289-290                                                g)    4.004  H      H       H    2-CH.sub.3C.sub.6 H.sub.4                                         253-255                                                f)    4.005  H      H       H    2-ClC.sub.6 H.sub.4                                         269-270                                                g)    4.006  H      H       H    2-BrC.sub.6 H.sub.4                                         265-267                                                g)    4.007  H      H       H    4-BrC.sub.6 H.sub.4                                         265-267                                                f)    4.008  H      H       H    2,6-Cl.sub.2C.sub.6 H.sub.3                                         328-330                                                f)    4.009  H      H       H    Pyridin-3-yl                                         295-297                                                g)    4.010  CH.sub.3                  H       H    C.sub.6 H.sub.5                                         229-230                                                g)    4.011  CH.sub.3                  H       H    2-CH.sub.3C.sub.6 H.sub.4                                         234-235                                                f)    4.012  CH.sub.3                  H       H    3-CH.sub.3C.sub.6 H.sub.4                                         180-188    4.013  CH.sub.3                  H       H    2-ClC.sub.6 H.sub.4                                         256-260                                                f)    4.014  CH.sub.3                  H       H    3-ClC.sub.6 H.sub.4                                         208-209    4.015  CH.sub.3                  H       H    4-ClC.sub.6 H.sub.4                                         262-264                                                g)    4.016  CH.sub.3                  H       H    2-FC.sub.6 H.sub.4                                         278-279                                                g)    4.017  CH.sub.3                  H       H    4-FC.sub.6 H.sub.4                                         252-254    4.018  CH.sub.3                  H       H    2-BrC.sub.6 H.sub.4                                         228-230                                                f)    4.019  CH.sub.3                  H       H    3-CH.sub.3 OC.sub.6 H.sub.4                                         175-180    4.020  CH.sub.3                  H       H    4-CH.sub.3 OC.sub.6 H.sub.4                                         >200    4.021  CH.sub.3                  H       H    4-NO.sub.2C.sub.6 H.sub.4                                         299-301                                                g)    4.022  CH.sub.3                  H       H    2,4-Cl.sub.2C.sub.6 H.sub.4                                         259-261                                                f)    4.023  CH.sub.3                  H       H    2,6-Cl.sub.2C.sub.6 H.sub.4                                         288-290                                                g)    4.024  CH.sub.3                  H       H    Carbamoyl 232-233                                                g)    4.025  CH.sub.3                  H       H    Pyridin-3-yl                                         296-298                                                g)    4.026  CH.sub.3                  CH.sub.3                          H    2-CH.sub.3C.sub.6 H.sub.4                                         234-235                                                g)    4.027  CH.sub.3                  CH.sub.3                          H    2-FC.sub.6 H.sub.4                                         222-223    4.028  CH.sub.3                  CH.sub.3                          H    3-FC.sub.6 H.sub.4                                         >230    4.029  CH.sub.3                  CH.sub.3                          H    2-CH.sub.3 OC.sub.6 H.sub.4                                         210-212    4.030  CH.sub.3                  CH.sub.3                          H    3-CH.sub.3 OC.sub.6 H.sub.4                                         211-214    4.031  CH.sub.3                  CH.sub.3                          H    4-CH.sub.3 OC.sub.6 H.sub.4                                         >250    4.032  CH.sub.3                  CH.sub.3                          H    2,6-Cl.sub.2C.sub.6 H.sub.3                                         239-240                                                f)    4.033  CH.sub.3                  CH.sub.3                          H    CN        >210    ______________________________________

                                      TABLE 5    __________________________________________________________________________     ##STR81##                        R.sup.4 = CN                                   M.p.    Ex. No.         R.sup.3           R.sup.1               R.sup.2                   R.sup.5         [°C.]                                        Ref.    __________________________________________________________________________    5.001         H CH.sub.3               CH.sub.3                   NHSO.sub.2 -(2-ClC.sub.6 H.sub.4)                                   >230 e)    5.002         H CH.sub.3               CH.sub.3                   NHSO.sub.2 -(2-FC.sub.6 H.sub.4)                                   210-212                                        e)    5.003         H CH.sub.3               CH.sub.3                   NHSO.sub.2 -(2,6-Cl.sub.2C.sub.6 H.sub.3)                                   >230 e)    5.004         H CH.sub.3               CH.sub.3                   NHSO.sub.2 -(2,5-Cl.sub.2C.sub.6 H.sub.3)                                   >230 e)    5.005         H CH.sub.3               CH.sub.3                   NHSO.sub.2 -(2,5-(CH.sub.3 O).sub.2C.sub.6 H.sub.3)                                     137                                        e)    5.006         H CH.sub.3               CH.sub.3                   NHSO.sub.2 -(2-Cl-6-CH.sub.3C.sub.6 H.sub.3)                                   233-235                                        e)    5.007         H CH.sub.3               CH.sub.3                   NHSO.sub.2 -(2-carbomethoxy-C.sub.6 H.sub.4)                                   220-225                                        e)    5.008         H OCH.sub.3               OCH.sub.3                   NHSO.sub.2 -C.sub.6 H.sub.5                                   199-201                                        e)    5.009         H OCH.sub.3               OCH.sub.3                   NHSO.sub.2 -(2-FC.sub.6 H.sub.4)                                   153-156                                        e)    5.010         H OCH.sub.3               OCH.sub.3                   NHSO.sub.2 -(2,6-Cl.sub.2C.sub.6 H.sub.3)                                   218-220                                        e)    5.011         H OCH.sub.3               OCH.sub.3                   NHSO.sub.2 -(2-carbomethoxy-C.sub.6 H.sub.4)                                   211-215                                        e)    __________________________________________________________________________     References:     a) Evans et al., J. Org. Chem. 40 (1975), 1438     b) S ollhuberKretzer et al., Arch. Pharm. 316 (1983), 346     c) Nishino et al., Bull. Chem. Soc. Jpn. 45 (1972), 1127     d) Bredereck et al., Chem. Ber. 96 (1963), 1868     e) EPA 329 012 (BASF)     f) EPA 18 151 (WarnerLambert)     g) Bennett et al., J. Med. Chem. 24 (1981), 382

Examples of biological action

The effect of various members of the novel herbicides or herbicidecombinations, consisting of herbicide and antidote compound, on thegrowth of desired and undesirable plants in comparison with theherbicidal active ingredient alone is demonstrated by the followingbiological examples from greenhouse experiments:

In greenhouse experiments, plastic flowerpots having a capacity of about300 cm³ and containing loamy sand with about 3.0% by weight of humus assubstrate served as culture vessels. Seeds of the test plants wereseparated according to species, shown shallowly and moistened.Thereafter, the vessels were covered with transparent plastic coversuntil the seeds had uniformly germinated and the plants had begun togrow.

    ______________________________________    List of test plants    Botanical Name      Common Name    ______________________________________    Setaria viridis     green foxtail    Triticum aestivum   spring wheat    Zea mays            corn    ______________________________________

For the postemergence treatment, the test plants were first grown to aheight of from 3 to 20 cm depending on the form of growth, and thentreated. The herbicide was suspended or emulsified in water as adistributing agent and was sprayed by means of finely distributingnozzles.

The following were used as example herbicides of cyclohexenonederivatives II: ##STR82## (Trade name: Sethoxydim)

For the postemergence treatment, all antidote compounds were prepared ina mixture consisting of 80% by weight of cyclohexanone as diluent and20% by weight of surfactant (Emulphor EL*)) with 10% by weight of activeingredient.

For comparison, the herbicidal active ingredient was formulated as a 10to 20% by weight emulsion concentrate and was used with the addition ofthat amount of solvent system to the spray liquor with which theantidote compound was applied at the application rates shown on thetables. The solution was prepared by mixing the active ingredient into asolution of 93% by weight of xylene and 7% by weight of Lutensol AP-8**).

After application of the particular active ingredient mixture, the testplants were cultivated in the greenhouse, heat-loving species at fromabout 18° to 30° C. and those from more temperate climates at from about10° to 25° C.

The test period extended over from 3 to 5 weeks. During this time, theplants were tended and their reactions to the active-ingredienttreatments were recorded.

The damage by the chemical agents was rated on a scale from 0 to 100% incomparison with the untreated control plants. 0 means no damage and 100means complete destruction of the plants.

The improvement in the toleration of herbicidal cyclohexenonederivatives II by crop plants from the Gramineae family (grasses) suchas wheat and corn, by pyrido[2,3-d]pyrimidines I is shown in tables X.1to X.5 below:

                  TABLE X.1    ______________________________________    Improvement in the toleration of herbicide    No. A.001 by corn as a result of admixing an antidote    example compound during post emergence use; greenhouse    Application rate     Test plants and damage [%]    Anti-   [Kg/ha a.s.]     crop plant    dote    Anti-  Herb-     corn (variety:                                      weed    No.     dote   icide     "Lixis") Setaria viridis    ______________________________________    --      --     0.015     90       85    2.039   0.015  0.015     15       75    4.026   0.015  0.015     55       85    4.013   0.015  0.015     55       80    4.010   0.015  0.015     40       80    4.015   0.015  0,015     50       85    4.019   0.015  0.015     25       85    1.007   0.015  0.015     15       70    1.009   0.015  0.015     40       75    1.030   0.015  0.015     25       75    1.012   0.013  0.015     55       75    ______________________________________

                  TABLE X.2    ______________________________________    Improvement in the toleration of herbicide    No. A.001 by corn and wheat as a result of admixing in    antidote example compound during post emergence use;    greenhouse experiment          Application rate    Anti- [Kg/ha a.s.]     Test plants and damage [%]    dote  Anti-  Herb-     crop plants    weed    No.   dote   icide     corn*)                                 wheat**) Setaria viridis    ______________________________________    --    --     0.06      95    75       95    2.039 0.06   0.06      65    40       95    4.033 0.06   0.06      75    40       95    4.019 0.06   0.06      --    45       98    1.007 0.06   0.06      --     0       95    1.009 0.06   0.06      --    20       95    1.030 0.06   0.06      60    15       90    ______________________________________     *)Lixis variety     **)Spring wheat, Star variety, Table 7

                  TABLE X.3    ______________________________________    Improvement in the toleration of herbicide    No. A.053 by corn and wheat as a result of admixing an    antidote example compound during post emergence use;    greenhouse experiment          Application rate    Anti- [Kg/ha a.s.]     Test plants and damage [%]    dote  Anti-  Herb-     crop plants    weed    No.   dote   icide     corn*)                                 wheat**) Setaria viridis    ______________________________________    --    --     0.03      90    70       98    1.015 0.03   0.03      50    30       98    1.009 0.03   0.03      20    20       90    1.030 0.03   0.03      10    20       70    1.021 0.03   0.03      --    20       90    1.020 0.03   0.03      --    35       95    1.008 0.03   0.03      --    30       95    1.031 0.03   0.03      --    10       85    1.019 0.03   0.03      --    30       90    1.023 0.03   0.03      --    10       85    1.024 0.03   0.03      --     0       80    1.013 0.03   0.03      --    20       75    1.032 0.03   0.03      --    20       80    1.022 0.03   0.03      --    40       98    ______________________________________     *)variety: "Lixis     **)spring wheat, variety: "Star

                  TABLE X.4    ______________________________________    Improvement in the toleration of herbicide    No. A.721 by corn and wheat as a result of admixing an    antidote example compound during post emergence use;    greenhouse experiment          Application rate    Anti- [Kg/ha a.s.]     Test plants and damage [%]    dote  Anti-  Herb-     crop plants    weed    No.   dote   icide     corn*)                                 wheat**) Setaria viridis    ______________________________________    --    --     0.125     35    90       100    1.001 0.125  0.125     --    20       100    1.004 0.125  0.125     --    25        98    1.044 0.125  0.125     0     45       100    1.052 0,125  0.125     0     --       100    1.062 0.125  0.125     0     --       100    3.002 0.125  0.125     0     10        98    3.013 0.125  0.125     0     45       100    3.014 0,125  0.125     0     65       100    3.018 0.125  0.125     0     45       100    ______________________________________     *Merlin variety     **Spring wheat, Star variety

                  TABLE X.5    ______________________________________    Improvement in the toleration of herbicide    No. A.721 by corn as a result of admixing an antidote    example compound during post emergence use; greenhouse    experiment    Application rate    Anti-   [Kg/ha a.s.]     Test plants and damage [%]    dote    Anti-  Herb-     crop plant                                      weed    No.     dote   icide     corn*    Setaria viridis    ______________________________________    --      --     0.125     40       100    2.014   0.125  0.125      0       85    2.023   0.125  0.125     20       95    2.024   0.125  0.125      0       100    2.025   0.125  0.125      0       85    2.027   0.125  0.125     15       95    2.028   0.125  0.125     10       100    2.029   0.125  0.125      0       85    2.033   0.125  0.125      0       95    2.036   0.125  0.125      0       90    2.037   0.125  0.125     25       95    5.005   0.125  0.125     10       95    ______________________________________     *Merlin variety

We claim:
 1. A herbicidal composition containing at least onesubstituted pyrido[2,3-d]pyrimidine of the formula I as safener##STR83## where R¹ and R² are each hydrogen; C₁ -C₈ -alkyl; C₁ -C₈-haloalkyl; C₁ -C₆ -alkoxy; C₁ -C₆ -haloalkoxy; C₁ -C₄ -alkoxy-C₁ -C₆-alkyl; C₁ -C₈ -alkylamino; C₂ -C₈ -alkenyl; C₂ -C₈ -alkynyl; C₃ -C₈-cycloalkyl with which a benzene radical may be fused, where this groupmay furthermore carry from one to three of the following radicals:hydroxyl, halogen, C₁ -C₄ -alkyl, C₁ -C₄ -haloalkyl, C₁ -C₄ -alkoxy, C₁-C₄ -haloalkoxy and C₁ -C₄ -alkylthio;phenyl, naphthyl, phenyl-C₁ -C₆-alkyl, a 5-membered aromatic ring which, in addition to carbon atoms,may contain from one to three nitrogen atoms and one oxygen or onesulfur atom as hetero atoms or which, in addition to carbon atoms, maycontain from one to three nitrogen atoms or one oxygen or one sulfuratom as heteroatoms, a 6-membered aromatic ring which, in addition tocarbon atoms, may contain from one to three nitrogen atoms asheteroatoms, where a benzene ring may be fused with the abovementioned5-membered and 6-membered heteroaromatics and where the aromatic andheteroaromatic radicals may additionally carry from one to three of thefollowing groups: nitro, cyano, halogen, C₁ -C₄ -alkyl, C₁ -C₄-haloalkyl, C₁ -C₄ -alkoxy, C₁ -C₄ -haloalkoxy, C₁ -C₄ -alkoxycarbonyl,C₁ -C₄ -alkylthio, C₃ -C₆ -alkenyl and C₃ -C₆ -alkynyl; R³ is hydroxyl;amino; halogen; C₁ -C₆ -alkythio; di-C₁ -C₈ -alkylamino; C₃ -C₈-cycloalkylamino; C₁ -C₈ -alkoxycarbonyl or one of the groups stated forR¹ ; R⁴ is one of the groups stated for R¹ ; CN; NO₂ ; COOH; CSOH; Di-C₁-C₄ -alkylamino-C₁ -C₄ -alkyl; SO₂ --R⁶ ; C(═X)--R⁷ ; C(═Y)--R⁸ or R⁷--C(YR⁹)--ZR¹⁰ ; R⁶ is one of the groups stated for R¹ ;hydroxyl; amino;di-C₁ -C₈ -alkylamino; C₃ -C₈ -cycloalkylamino; C₁ -C₆ -alkylthio; R⁷amino; hydroxyamino (--NH--OH ); C₁ -C₈ -alkylamino;di-C₁ -C₈-alkylamino; C₃ -C₈ -cycloalkylamino; C₁ -C₈ -alkoxy; C₁ -C₆ -alkylthio;phenylamino; R⁸ is one of the groups stated for R¹ ; R⁹ and R¹⁰ are eachC₁ -C₈ -alkyl; C₁ -C₆ -haloalkyl;C₁ -C₄ -alkoxy-C₂ -C₆ -alkyl or C₂ -C₈-alkenyl, or R⁹ and R¹⁰ together form --CH₂ CH₂ --, --CH₂ CH₂ CH₂ -- or--CH₂ CH₂ CH₂ CH₂ --, where one or two hydrogen atoms in these groupsmay be replaced by the following radicals: ═O, C₁ -C₈ -alkyl, C₁ -C₆-haloalkyl or C₁ -C₆ -alkoxy; X is oxygen, sulfur or NR¹¹, where R¹¹ isone of the groups stated for R¹ or has the following meanings:hydrogen;hydroxyl; amino; di-C₁ -C₈ -alkylamino; C₃ -C₈ -cycloalkylamino;phenoxy, naphthyloxy, phenylamino or naphthylamino, where the aromaticradicals may carry from one to three of the following groups: nitro,cyano, halogen, C₁ -C₄ -alkyl, C₁ -C₄ -haloalkyl, C₁ -C₄ -alkoxy, C₁ -C₄-haloalkoxy, C₁ -C₄ -alkoxycarbonyl, C₁ -C₄ -alkylthio, C₃ -C₆ -alkenyland C₃ -C₆ -alkynyl; and Y is oxygen or sulfur; R⁵ is one of the groupsstated for R¹ ;hydroxyl; amino; halogen; C₁ -C₆ -alkylthio; di-C₁ -C₈-alkylamino; C₃ -C₈ -cycloalkylamino; pyrrolidin-1-yl; piperidin-1-yl;morpholin-1-yl; C₁ -C₈ -alkylcarbonyloxy; C₁ -C₄ -haloalkylcarbonyloxy;C₁ -C₈ -alkylsulfonyloxy; C₁ -C₈ -haloalkylsulfonyloxy; phenoxy,napthyloxy, phenylamino, naphthylamino, benzyloxy, benzylamino,benzoyloxy, 2-naphthoyloxy or phenylsulfonyloxy, where the aromaticradicals may carry from one to three of the following groups: halogen,C₁ -C₄ -alkyl, C₁ -C₄ -haloalkyl and C₁ -C₄ -alkoxy; N(R¹²)--SO₂ --R¹³ ;N(R¹²)--CO--R¹⁴ ; N(R¹²)--CS--R¹⁴ ; R¹² is hydrogen; C₁ -C₄-alkyl;phenyl, which may carry from one to three of the followingradicals: halogen, C₁ -C₄ -alkyl, C₁ -C₄ -haloalkyl and C₁ -C₄ -alkoxy;R¹³ is one of the groups stated for R¹ ;amino, di-C₁ -C₈ -alkylamino orC₃ -C₈ -cycloalkylamino; R¹⁴ is one of the groups stated for R¹ ;amino;hydroxyamino (--NH--OH ); di-C₁ -C₆ -alkylamino or C₃ -C₈-cycloalkylamino, and the plant-tolerated salts of those compounds I inwhich at least one of the substituents R¹ to R⁵ is an acidic or basicgroup, and at least one herbicidal active ingredient selected fromA) thegroup consisting of the cylcohexenone derivatives of the formula II##STR84## where R^(a) is C₁ -C₆ -alkyl; R^(b) is hydrogen; oneequivalent of an agriculturally useful cation; C₁ -C₈ -alkylcarbonyl; C₁-C₁₀ -alkylsulfonyl; C₁ -C₁₀ -alkylphosphonyl; benzoyl, benzenesulfonylor benzenephosphonyl, where the aromatic rings may carry from 1 to 5halogen atoms; R^(c) is hydrogen; CN; CHO; C₁ -C₆ -alkyl which may carryone of the following radicals: C₁ -C₄ -alkoxy, C₁ -C₄ -alkylthio,phenoxy, phenylthio, pyridyloxy or pyridylthio, where the aromaticradicals in turn may carry from one to three of the following groups:nitro, cyano, halogen, C₁ -C₄ -alkyl, C₁ -C₄ -haloalkyl, C₁ -C₄ -alkoxy,C₁ -C₄ -haloalkoxy, C₁ -C₄ -alkylthio, C₃ -C₆ -alkenyl, C₃ -C₆-alkenyloxy, C₃ -C₆ -alkynyl, C₃ -C₆ -alkynyloxy or NR^(g) R^(h) ; R^(g)is hydrogen; C₁ -C₄ -alkyl; C₃ -C₆ -alkenyl; C₃ -C₆ -alkynyl; C₁ -C₆-alkylcarbonyl; benzoyl which may carry from one to three of thefollowing radicals: nitro, cyano, halogen, C₁ -C₄ -alkyl, C₁ -C₄-haloalkyl, C₁ -C₄ -alkoxy and C₁ -C₄ -alkylthio; R^(h) is hydrogen; C₁-C₄ -alkyl; C₃ -C₆ -alkenyl; C₃ -C₆ -alkynyl; R^(c) is furthermoreC₃ -C₇-cycloalkyl or C₅ -C₇ -cycloalkenyl, where these rings may carry fromone to three of the following radicals: hydroxyl, halogen, C₁ -C₄-alkyl, C₁ -C₄ -haloalkyl, C₁ -C₄ -alkoxy, C₁ -C₄ -alkylthio,benzylthio, C₁ -C₄ -alkylsulfonyl, C₁ -C₄ -alkylsulfenyl and C₁ -C₄-alkylsulfinyl; a 5-membered saturated ring which, in addition to carbonring members, contains one or two oxygen or sulfur atoms or one oxygenand one sulfur atom and may carry from one to three of the followingradicals: C₁ -C₄ -alkyl, C₁ -C₄ -haloalkyl, C₁ -C₄ -alkoxy and C₁ -C₄-alkylthio; a 6- or 7-membered saturated or monounsaturated ordiunsaturated ring which, in addition to carbon ring members, containsone or two oxygen or sulfur atoms or one oxygen and one sulfur atom andmay carry from one to three of the following radicals: hydroxyl,halogen, C₁ -C₄ -alkyl, C₁ -C₄ -haloalkyl, C₁ -C₄ -alkoxy and C₁ -C₄-alkylthio; a 5-membered aromatic ring which, in addition to carbon ringmembers, contains one or two nitrogen atoms and one oxygen or sulfuratom or from one to three nitrogen atoms or one oxygen or one sulfuratom and may carry from one to three of the following radicals: cyano,halogen, C₁ -C₄ -alkyl, C₁ -C₄ -haloalkyl, C₁ -C₄ -alkoxy, C₁ -C₄-haloalkoxy, C₁ -C₄ -alkythio, C₂ -C₆ -alkenyl, C₂ -C₆ -alkenyloxy, C₂-C₆ -alkynyl, C₂ -C₆ -alkynyloxy and C₁ -C₄ -alkoxy-C₁ -C₄ -alkyl;phenyl or pyridyl, where these rings may carry from one to three of thefollowing radicals: nitro, formyl, cyano, halogen, C₁ -C₄ -alkyl, C₁ -C₄-haloalkyl, C₁ -C₄ -alkoxy, C₁ -C₄ -haloalkoxy, C₁ -C₄ -alkylthio, C₂-C₆ -alkenyl, C₂ -C₆ -alkenyloxy, C₃ -C₆ -alkynyl, C₃ -C₆ -alkynyloxyand NR^(k) R^(l) ; R^(k) is hydrogen; C₁ -C₄ -alkyl; C₃ -C₆ -alkenyl; C₃-C₆ -alkynyl; R^(l) is hydrogen: C₁ -C₄ -alkyl; C₃ -C₆ -alkenyl; C₃ -C₆-alkynyl; C₁ -C₆ -alkylcarbonyl; benzoyl, which may carry from one tothree of the following radicals: nitro, cyano, halogen, C₁ -C₄ -alkyl,C₁ -C₄ -haloalkyl, C₁ -C₄ -alkoxy and C₁ -C₄ -alkylthio; R^(d) ishydrogen, hydroxyl or, if R^(c) is C₁ -C₆ -alkyl, also C₁ -C₆ -alkyl;R^(e) is hydrogen; cyano; halogen; C₁ -C₄ -alkoxycarbonyl; C₁ -C₄-alkylketoxime; W is C₁ -C₆ -alkylene, C₃ -C₆ -alkenylene or alkynylene,where these groups may carry a methylene group (═C₂) and/or from one tothree of the following radicals: halogen and C₁ -C₃ -alkyl; C₃ -C₆-alkylene or C₃ -C₆ -alkenylene, in each of which radicals a methylenegroup is replaced with oxygen, sulfur, SO, SO₂ or NR^(i) and from one tothree hydrogen atoms may be replaced with C₁ -C₃ -alkyl radicals; R^(i)is hydrogen; C₁ -C₄ -alkyl; C₃ -C₆ -alkenyl; C₃ -C₆ -alkynyl; and R^(f)is hydrogen; CH═C--Z¹, where Z¹ is hydrogen; cyano; carboxyl; halogen;C₁ -C₄ -alkyl; C₁ -C₄ -haloalkyl; C₁ -C₄ -alkoxy; C₁ -C₈-alkoxycarbonyl; benzyloxycarbonyl; C₃ -C₆ -cycloalkyl which in turn maycarry from one to three of the following radicals: hydroxyl, halogen, C₁-C₄ -alkyl, C₁ -C₄ -haloalkyl and C₁ -C₄ -alkoxy; phenyl, halophenyl,dihalophenyl, thienyl or pyridyl, where these radicals may carry fromone to three of the following groups: nitro, cyano, halogen, C₁ -C₄-alkyl, C₁ -C₄ -haloalkyl, C₁ -C₄ -alkoxy, C₁ -C₄ -haloalkoxy, C₁ -C₄alkylthio or C₃ -C₆ -cycloalkyl, where the cyclic radical in turn mayfurthermore carry from one to three of the following groups: halogen, C₁-C₄ -alkyl, C₁ -C₄ -haloalkyl and C₁ -C₄ -alkoxy; R^(f) isfurthermoreEthynyl, which may carry one of the following radicals: C₁-C₄ -alkyl, or C₃ -C₆ -cycloalkyl, where these groups may furthermorecarry from one to three of the following radicals: hydroxyl, halogen, C₁-C₄ -alkyl, C₁ -C₄ -haloalkyl and C₁ -C₄ -alkoxy; ethynyl which carriesone of the following radicals: phenyl, thienyl or pyridyl, where thearomatic radicals may carry from one to three of the following groups:nitro, cyano, halogen, C₁ -C₄ -alkyl, C₁ -C₄ -haloalkyl, C₁ -C₄ -alkoxy,C₁ -C₄ -haloalkoxy and C₁ -C₄ -alkylthio; phenyl, a 5-membered aromaticring which, in addition to carbon members, contains one or two nitrogenatoms and one oxygen or sulfur atom or from one to three nitrogen atomsor one oxygen or one sulfur atom, or a 6-membered aromatic ring which,in addition to carbon ring members, contains from one to four nitrogenatoms, where these aromatic and heteroaromatic groups may carry from oneto three of the following radicals: nitro, C₁ -C₄ -alkoxy, C₁ -C₄-haloalkoxy, C₁ -C₄ -alkylthio, C₁ -C₄ -haloalkylthio or the radicalsstated for Z¹ and NR^(k) R^(l) where R^(k) and R^(l) have theabovementioned meanings; orB) the group consisting of the2-(4-hetaryloxy)- or 2-(4-aryloxy)-phenoxycarboxylic acid derivatives ofthe formula III ##STR85## where R^(o) is phenyl, pyridyl, benzoxazolyl,benzothiazolyl or benzopyrazinyl, where these aromatic andheteroaromatic ring systems may carry one or two of the followingradicals: nitro, halogen, C₁ -C₄ -alkyl, C₁ -C₄ -haloalkyl, C₁ -C₄-alkoxy, C₁ -C₄ -haloalkoxy and C₁ -C₄ -alkylthio; R^(p) is hydrogen ormethyl; R^(q) is hydrogen; C₁ -C₄ -alkyl; C₃ -C₄ -alkenyl; C₃ -C₄-alkynyl; C₁ -C₄ -alkoxy-C₁ -C₄ -alkyl; C₃ -C₄ -alkylideneiminoxy-C₂ -C₃-alkyl; teztrahydrofuranylmethyl; isoxazolidinyl;or one equivalent of anagriculturally useful cation.
 2. The herbicidal composition as claimedin claim 1, wherein R⁵ is one of the radicals stated for R¹, hydroxyl,--N(R¹²)--SO₂ --R¹³ or --N(R¹²)--C(X)R¹⁴.
 3. The herbicidal compositionas claimed in claim 1, wherein R¹ and R² have the followingmeanings:hydrogen; C₁ -C₆ -alkyl; C₁ -C₄ -haloalkyl; C₁ -C₄ -alkoxy-C₁-C₆ -alkyl; C₂ -C₈ -alkenyl; C₂ -C₈ -alkynyl; C₃ -C₈ -cycloalkyl towhich a benzene radical may be fused, where this group may furthermorecarry from one to three of the following radicals: hydroxyl, halogen, C₁-C₄ -alkyl, C₁ -C₄ -haloalkyl, C₁ -C₄ -alkoxy and C₁ -C₄ -alkylthio;phenyl, naphthyl, phenyl-C₁ -C₆ -alkyl, a 5-membered aromatic ringwhich, in addition to carbon atoms, may contain from one to threenitrogen atoms and one oxygen or one sulfur atom as hetero atoms orwhich, in addition to carbon atoms, may contain from one to threenitrogen atoms or one oxygen or one sulfur atom as hetero atoms, a6-membered aromatic ring which, in addition to carbon atoms, may containfrom one to three nitrogen atoms as hetero atoms, where a benzene ringmay be fused to the abovementioned 5-membered and 6-memberedheteroaromatics, and where the aromatic and heteroaromatic radicals mayadditionally carry from one to three of the following groups: nitro,cyano, halogen, C₁ -C₄ -alkyl, C₁ -C₄ -haloalkyl, C₁ -C₄ -alkoxy, C₁ -C₄-haloalkoxy, C₁ -C₄ -alkoxycarbonyl, C₁ -C₄ -alkylthio, C₃ -C₆ -alkenyland C₃ -C₆ -alkynyl.
 4. A herbicidal composition as claimed in claim 1,containing at least one substituted pyrido[2,3-d]pyrimidine I and atleast one herbicide II or one herbicide III in a weight ratio from0.01:1 to 10:1.
 5. A substituted pyrido(2,3,-d)pyrimidine of the formulaI' ##STR86## where R¹ is a member selected from C₁ -C₈ -alkylamino andone of the groups stated for R² ;R² is a member selected from the groupconsisting of hydrogen; C₁ -C₈ -alkyl; C₁ -C₈ -haloalkyl; C₁ -C₆-alkyoxy; C₁ -C₆ -haloalkoxy; C₁ -C₄ -alkoxy-C₁ -C₆ -alkyl; C₂ -C₈-alkenyl; C₂ -C₈ -alkynyl; C₃ -C₈ -cycloalkyl with which a benzeneradical may be fused, where this group may furthermore carry from one tothree of the following radicals: hydroxyl, halogen, C₁ -C₄ -alkyl, C₁-C₄ -haloalkyl, C₁ -C₄ -alkoxy, C₁ -C₄ -haloalkoxy and C₁ -C₄-alkylthio; phenyl, naphthyl, phenyl-C₁ -C₆ -alkyl, a 5-memberedaromatic ring which, in addition to carbon atoms, may contain from oneto three nitrogen atoms and one oxygen or one sulfur atom as heteroatoms or which, in addition to carbon atoms, may contain from one tothree nitrogen atoms or one oxygen or one sulfur atom as heteroatoms, a6-membered aromatic ring which, in addition to carbon atoms, may containfrom one to three nitrogen atoms as heteroatoms, where a benzene ringmay be fused with the abovementioned 5-membered and 6-memberedheteroaromatics and where the aromatic and heteroaromatic radicals mayadditionally carry from one to three of the following groups: nitro,cyano, halogen, C₁ -C₄ -alkyl, C₁ -C₄ -haloalkyl, C₁ -C₄ -alkoxy, C₁ -C₄-haloalkoxy, C₁ -C₄ -alkoxycarbonyl, C₁ -C₄ -alkylthio, C₃ -C₆ -alkenyland C₃ -C₆ -alkynyl; R⁴ is one of the groups stated for R¹ ; CN; NO₂ ;COOH; CSOH; di-C₁ -C₄ -alkylamino-C₁ -C₄ -alkyl; SO₂ R⁶ ; C(═X)--R⁷ ;C(═Y)--R⁸ or R⁷ --C(YR⁹)--ZR¹⁰ ; R⁶ is one of the groups stated for R¹ ;hydroxyl; amino; di-C₁ -C₈ -alkylamino; C₃ -C₈ -cycloalkylamino; C₁ -C₆-alkylthio; R⁷ amino; hydroxyamino (--NH--OH); C₁ -C₈ -alkylamino; di-C₁-C₈ -alkylamino; C₃ -C₈ -cycloalkylamino; C₁ -C₈ -alkoxy; C₁ -C₈-alkylthio; phenylamino; R⁸ is one of the groups stated for R¹ ; R⁹ andR¹⁰ are each C₁ -C₈ -alkyl; C₁ -C₆ -haloalkyl; C₁ -C₄ -alkoxy-C₂ -C₆-alkyl or C₂ -C₈ -alkenyl, or R⁹ and R¹⁰ together form --CH₂ --CH₂ --,CH₂ --CH₂ --CH₂ or CH₂ --CH₂ --CH₂ --CH₂, where one or two hydrogenatoms in these groups may be replaced by the following radicals: ═O, C₁-C₈ -alkyl, C₁ -C₆ -haloalkyl or C₁ -C₆ -alkoxy; X is oxygen, sulfur orNR¹¹, where R¹¹ is one of the groups stated for R¹ or has the followingmeanings:hydrogen; hydroxyl; amino; di-C₁ -C₈ -alkylamino; C₃ -C₈-cycloalkylamino; phenoxy, naphthyloxy, phenylamino or naphthylamino,where the aromatic radicals may carry from one to three of the followinggroups: nitro, cyano, halogen, C₁ -C₄ -alkyl, C₁ -C₄ -haloalkyl, C₁ -C₄-alkoxy, C₁ -C₄ -haloalkoxy, C₁ -C₄ -alkoxycarbonyl, C₁ -C₄ -alkylthio,C₃ -C₆ -alkenyl and C₃ -C₆ -alkynyl; and Y is oxygen or sulfur; R^(3')is halogen, C₁ -C₆ -alkylthio or one of the groups stated for R¹ ;R^(5') is one of the groups stated for R² ; hydroxyl; halogen; C₁ -C₆-alkylthio; C₁ -C₈ -alkylcarbonyloxy; C₁ -C₈ -alkylsulfonyloxy; phenoxy;benzyloxy; phenylsulfonyloxy; where the aromatic radical may carry fromone to three of the following groups: halogen, C₁ -C₄ -alkyl, C₁ -C₄-haloalkyl and C₁ -C₄ -alkoxy; with the proviso that R^(l) and R^(3')are not simultaneously hydrogen when R² is hydrogen or phenyl and R⁴ isphenyl or R^(5') is phenyl, halophenyl, naphthyl or pyridyl, and withthe proviso that R², R^(3'), R⁴ and R^(5') are not simultaneouslyhydrogen when R^(l) is hydrogen or pyridyl, and with the proviso that R²may not be alkoxy when R¹, R^(3'), R⁴ and R⁵ are simultaneouslyhydrogen; and the plant-tolerated salts of those compounds I' in whichat least one of the substituents R^(l), R², R^(3'), R⁴ and R^(5'), is anacidic or basic group.
 6. A method for controlling undesirable plantgrowth, wherein at least one substituted pyrido[2,3-d]pyrimidine safenerof formula I and at leastA) one herbicidal cyclohexenone derivative ofthe formula II or B) one herbicidal 2-(4-heteroaryloxy)- or2-(4-aryloxy)-phenoxycarboxylic acid derivative of the formula IIIasclaimed in claim 1, are applied simultaneously or in succession, before,during or after the sowing of the crop plants or before or during theemergence of the crop plants.
 7. A method for selectively controllingundesirable plant growth, wherein the leaves of the crop plants and ofthe weeds are treated simultaneously or in succession by the postemergence method with at least one substituted pyrido[2,3-d]pyrimidinesafener of formula I and at leastA) one herbicidal cyclohexenonederivative of the formula II or B) one herbicidal 2-(4-heteroaryloxy)-or 2-(4-aryloxy)-phenoxycarboxylic acid derivative of the formula IIIasclaimed in claim
 1. 8. A method for preventing damage to crop plantsbyA) herbicidal cyclohexenone derivatives of the formula II or B)herbicidal 2-(4-heteroaryloxy)- or 2-(4-aryloxy)-phenoxycarboxylic acidderivatives of the formula IIIas claimed in claim 1, wherein the seed ofthe crop plants is treated with an antagonistic amount of thesubstituted pyrido[2,3-d]pyrimidine of the formula I.
 9. A method asclaimed in claim 6, wherein the crop plants are barley, wheat, corn,millet and rice.